EP3490379A1

EP3490379A1 - Active compound combinations and methods to protect the propagation material of plants

Info

Publication number: EP3490379A1
Application number: EP17737853.6A
Authority: EP
Inventors: Peter Jeschke; Elke Hellwege; Reiner Fischer; Peter Lösel; Sascha EILMUS; Kerstin Ilg; Daniela Portz; Ulrich Görgens; Andreas Turberg
Original assignee: Bayer CropScience AG
Current assignee: Bayer CropScience AG
Priority date: 2016-07-29
Filing date: 2017-07-19
Publication date: 2019-06-05
Also published as: BR112019001764A2; CN109688816A; US20190159451A1; WO2018019676A1; CA3032030A1; AR109225A1; RU2019104918A

Abstract

The present invention relates to novel mixtures, to processes for preparing these mixtures, to compositions comprising these mixtures, and to the use thereof as biologically active compounds, especially for control of harmful microorganisms or pests in crop protection and in the protection of materials and as plant growth regulators.

Description

Active compound combinations and methods to protect the propagation material of plants

[0001] The present invention relates to novel mixtures, to a process for preparing these mixtures, to compositions comprising these mixtures, and to the use of a compound as well as mixtures of such compound against pests in crop protection and as plant growth regulators, in particular as a seed treatment or soil appli- cation to protect plants and their propagation material against animal pests.

[0002] The present invention further relates to novel insect control agents with a particular activity when used as seed treatments.

[0003] One aspect refers to a composition, comprising the compound of formula (I),

in which

X represents halogen, in one preferred embodiment selected from fluorine, bromine, iodine or chlorine, more preferably fluorine, bromine or chlorine, n represents 0 or 1,

Q represents sulphur or NH, and at least one additional pest control agent.

In one embodiment, the composition according to the invention is characterized in that the pest control agent comprises at least one compound selected from insecticides, and/or fungicidal compounds.

[0004] Another embodiment of the invention refers to novel compounds (la) with high activity against invertebrate animal pests, in particular insects, nematodes or acari. These compounds are particularly suited to be used as seed treatments.

Compounds of formula (la) are those of formula (I), in which

X represents brome or iodine n = 1; and Q = NH

Preferred compounds of formula (I) are those in which

X represents bromine or iodine

n = 1; and

Q = NH

Preferred compounds of formula (I) are those in which

X represents fluorine,

n = 1; and

Q = NH

Also preferred compounds of formula (I) are those in which

X represents chlorine,

n = 0, 1; Q = NH or n = 0; Q = S

Further preferred compounds of formula (I) are those in which

X represents fluorine, bromine or chlorine; n = 0; and

Q = NH or S,

Further preferred compounds of formula (I) are those in which X represents chlorine, fluorine or bromine; n = 0; and

Q = S,

Further preferred compounds of formula (I) are those in which X represents chlorine or bromine;

n = 0; and Q = NH,

Further preferred compounds of formula (I) are those in which

X represents fluorine, chlorine or bromine; n = 1; and

Q = S or NH, preferably NH.

Especially preferred are compounds (1-1), (1-2), (1-3), (1-4), (1-5), (1-6), (1-7), (1-8). In one especially preferred embodiment, compounds of formula (I) are compounds (1-1), (1-2), (1-3), (1-4), (1-5). In another especially preferred embodiment, compounds of formula (I) are compounds (1-6), (1-7), (1-8).

Further, and particularly preferred as a compound of formula (I) is compound (1-1)

EP 0268 915 discloses some of the compounds of formula (I) as well as their use as insecticides.

It has now surprisingly been found that mixtures comprising at least one compound of the above-shown formula (I) and at least one pest control agent have a superior efficiency when compared to the single compounds of formula (I), in particular when used as a seed treatment.

Since the ecological and economic demands made on modern active ingredients, for example insecticides, are increasing constantly, for example with respect to activity spectrum, toxicity, selectivity, application rate, formation of residues and favourable manufacture, and there can also be problems, for example, with resistances, there is a constant need to develop novel insecticidal and/or anti-microbial compositions which have advantages over the known compositions at least in some areas.

In particular, the mixtures according to the present invention preferably possess a synergistic effect in their application against harmful microorganisms or invertebrate animal pests, in particular insects, mites, nematodes or phytopathogenic fungi. Furthermore, the mixtures according to the present invention possess a superior synergistic effect as compared with the known mixtures of the prior art against harmful microorganisms or invertebrate animal pests, in particular insects, mites, nematodes or phytopathogenic fungi.

Further in particular, the mixtures according to the present invention preferably possess a surprisingly high activity when used as a seed treatment or the treatment of other plant propagation material.

The active ingredients specified herein by their "common name" are known and described, for example, in the Pesticide Manual or can be searched in the internet (e.g. http://www.alanwood.net/pesticides).

The present invention is directed to a mixture of the compound of formula (I) and at least one (preferably one) pest control agent (II) comprising fungicides and insecticides. According to the invention fungicides comprises:

1) Inhibitors of the ergosterol biosynthesis, for example (1.1) aldimorph, (1.2) azaconazole, (1.3) biterta- nol, (1.4) bromuconazole, (1.5) cyproconazole, (1.6) diclobutrazole, (1.7) difenoconazole, (1.8) dinicona- zole, (1.9) diniconazole-M, (1.10) dodemorph, (1.11) dodemorph acetate, (1.12) epoxiconazole, (1.13) etaconazole, (1.14) fenarimol, (1.15) fenbuconazole, (1.16) fenhexamid, (1.17) fenpropidin, (1.18) fenpro- pimorph, (1.19) fluquinconazole, (1.20) flurprimidol, (1.21) flusilazole, (1.22) flutriafol, (1.23) furcona- zole, (1.24) furconazole-cis, (1.25) hexaconazole, (1.26) imazalil, (1.27) imazalil sulfate, (1.28) imibenco- nazole, (1.29) ipconazole, (1.30) metconazole, (1.31) myclobutanil, (1.32) naftifme, (1.33) nuarimol, (1.34) oxpoconazole, (1.35) paclobutrazol, (1.36) pefurazoate, (1.37) penconazole, (1.38) piperalin, (1.39) prochloraz, (1.40) propiconazole, (1.41) prothioconazole, (1.42) pyributicarb, (1.43) pyrifenox, (1.44) quinconazole, (1.45) simeconazole, (1.46) spiroxamine, (1.47) tebuconazole, (1.48) terbinafme, (1.49) te- traconazole, (1.50) triadimefon, (1.51) triadimenol, (1.52) tridemorph, (1.53) triflumizole, (1.54) triforine, (1.55) triticonazole, (1.56) uniconazole, (1.57) uniconazole-p, (1.58) viniconazole, (1.59) voriconazole, (1.60) l-(4-chlorophenyl)-2-(lH-l,2,4-triazol-l-yl)cycloheptanol, (1.61) methyl l-(2,2-dimethyl-2,3- dihydro-lH-inden-l-yl)-lH-imidazole-5-carboxylate, (1.62) N'-{ 5-(difluoromethyl)-2-methyl-4-[3- (trimethylsilyl)propoxy]phenyl}-N-ethyl-N-methyliinidoformamide, (1.63) N-ethyl-N-methyl-N'-{2- methyl-5-(trifluoromethyl)-4-[3-(trimethylsilyl)propoxy]phenyl}imidoformamide, (1-64) 0-[l-(4- methoxyphenoxy)-3,3-dimethylbutan-2-yl] lH-imidazole-l-carbothioate, (1.65) Pyrisoxazole.

2) Inhibitors of the respiratory chain at complex I or II, for example (2.1) bixafen, (2.2) boscalid, (2.3) car- boxin, (2.4) diflumetorim, (2.5) fenfuram, (2.6) fluopyram, (2.7) flutolanil, (2.8) fluxapyroxad, (2.9) fura- metpyr, (2.10) furmecyclox, (2.11) isopyrazam (mixture of syn-epimeric racemate 1RS,4SR,9RS and anti- epimeric racemate 1RS,4SR,9SR), (2.12) isopyrazam (anti-epimeric racemate 1RS,4SR,9SR), (2.13) isopyrazam (anti-epimeric enantiomer 1R,4S,9S), (2.14) isopyrazam (anti-epimeric enantiomer 1S,4R,9R), (2.15) isopyrazam (syn epimeric racemate 1RS,4SR,9RS), (2.16) isopyrazam (syn-epimeric enantiomer 1R,4S,9R), (2.17) isopyrazam (syn-epimeric enantiomer 1S,4R,9S), (2.18) mepronil, (2.19) oxycarboxin, (2.20) penflufen, (2.21) penthiopyrad, (2.22) sedaxane, (2.23) thifluzamide, (2.24) l-methyl-N-[2-(l,l,2,2- tetrailuoroemoxy)phenyl]-3-(trifluoromethyl)-lH-pyrazole-4-phthalic acid diamide, (2.25) 3- (difluoromethyl)- 1 -methyl-N-[2-( 1 , 1 ,2,2-tetralluoroethoxy)phenyl] -lH-pyrazole-4-phthalic acid diamide, (2.26) 3-(difluoromethyl)-N-[4-tluoro-2-(l,l,2,3,3,3-hexaiiu^

phthalic acid diamide, (2.27) N-[l-(2,4-dichlorophenyl)-l-methoxypropan-2-yl]-3-(difluoromethyl)-l- methyl-lH-pyrazole-4-phthalic acid diamide, (2.28) 5,8-difluoro-N-[2-(2-fluoro-4-{ [4- (triiluoromethyl)pyridin-2-yl]oxy}phenyl)ethyl]quinazolin-4-amine, (2.29) benzovindiflupyr, (2.30) N- [(lS,4R)-9-(dichloromethylene)-l,2,3,4-tetrahydro-l,4-m

methyl- lH-pyrazole-4-phthalic acid diamide, (2.31) N-[(lR,4S)-9-(dichloromethylene)-l,2,3,4-tetrahydro- l,4-methanonaphthalen-5-yl]-3-(difluoromethyl)-l-methyl-lH-pyrazole-4-phthalic acid diamide, (2.32) 3- (difluoromethyl)- 1 -methyl-N-( 1 , 1 ,3-trimethyl-2,3-dihydro- lH-inden-4-yl)- 1 H-pyrazole-4-phthalic acid diamide, (2.33) l,3,5-trimethyl-N-(l,l,3-trimethyl-2,3-dihydro-lH-inden-4-yl)-lH-pyrazole-4-phthalic acid diamide, (2.34) l-methyl-3-(trifluoromethyl)-N-(l,l,3-trimethyl-2,3-dihydro-lH-inden-4-yl)-lH- pyrazole-4-phthalic acid diamide, (2.35) l-methyl-3-(trifluoromethyl)-N-[(3R)-l,l,3-trimethyl-2,3- dihydro-lH-inden-4-yl]-lH-pyrazole-4-phthalic acid diamide, (2.36) l-methyl-3-(trifluoromethyl)-N- [(3S)-l,l,3-trimethyl-2,3-dihydro-lH-inden-4-yl]-lH-pyrazole-4-phthalic acid diamide, (2.37) 3- (difluoromethyl)-l-methyl-N-[(3S)-l,l,3-trimethyl-2,3-dmydro-lH-inden-4-yl]-lH-pyrazole-4-phthalic acid diamide, (2.38) 3 difluoromethyl) -methyl-N (3R)-l,l,3-trimethyl-2,3-dihydro-lH-inden-4-yl]-lH- pyrazole-4-phthalic acid diamide, (2.39) l,3,5-trimethyl-N-[(3R)-l,l,3-trimethyl-2,3-dihydro-lH-inden-4- yl]-lH-pyrazole-4-phthalic acid diamide, (2.40) l,3,5-trimethyl-N-[(3S)-l,l,3-trimethyl-2,3-dihydro-lH- inden-4-yl]-lH-pyrazole-4-phthalic acid diamide, (2.41) benodanil, (2.42) 2-chloro-N-(l,l,3-trimethyl-2,3- dihydro-lH-inden-4-yl)pyridine-3 -phthalic acid diamide, (2.43) N-[l-(4-isopropoxy-2-methylphenyl)-2- methyl-l-oxopropan-2-yl] -3 -methyl thiophene-2-phthalic acid diamide.

3) Inhibitors of the respiratory chain at complex III, for example (3.1) ametoctradin, (3.2) amisulbrom, (3.3) azoxystrobin, (3.4) cyazofamid, (3.5) coumethoxystrobin, (3.6) coumoxystrobin, (3.7) dimoxystro- bin, (3.8) enoxastrobin, (3.9) famoxadone, (3.10) fenamidone, (3.11) flufenoxystrobin, (3.12) fluoxastro- bin, (3.13) kresoxim-methyl, (3.14) metominostrobin, (3.15) orysastrobin, (3.16) picoxystrobin, (3.17) py- raclostrobin, (3.18) pyrametostrobin, (3.19) pyraoxystrobin, (3.20) pyribencarb, (3.21) triclopyricarb, (3.22) trifloxystrobin, (3.23) (2E)-2-(2-{ [6-(3-chloro-2-methylphenoxy)-5-fluoropyrimidin-4- yl]oxy}phenyl)-2-(methoxyimino)-N-methylacetamide, (3.24) (2E)-2-(methoxyimino)-N-methyl-2-(2- {[({(lE)-l-[3-(trilluoromethyl)phenyl]ethylidene}amino)oxy]methyl}phenyl)acetamide, (3.25) (2E)-2- (methoxyimino)-N-methyl-2- { 2- [(E)-( { 1 - [3 -

(trifluoromethyl)phenyl]ethoxy}iniino)methyl]phenyl}acetamide, (3.26) (2E)-2-{2-[({[(lE)-l-(3-{[(E)-l- fluoro-2-phenylvinyl]oxy}phenyl)ethylidene]amino}oxy)methyl]phenyl}-2-(methoxyimino)-N- methylacetamide, (3.27) Fenaminostrobin, (3.28) 5-methoxy-2-methyl-4-(2-{ [({(lE)-l-[3- (trifluoromethyl)phenyl]ethylidene } amino)oxy] methyl }phenyl)-2,4-dihydro-3H- 1 ,2,4-triazol-3-one, (3.29) methyl (2E)-2- { 2-[( { cyclopropyl[(4-methoxyphenyl)imino]methyl } sulfanyl)methyl]phenyl } -3- methoxyacrylate, (3.30) N-(3-ethyl-3,5,5-trimethylcyclohexyl)-3-formamido-2-hydroxybenzamide, (3.31) 2-{2-[(2,5-dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetarnide, (3.32) 2-{2-[(2,5- dimethylphenoxy)methyl]phenyl } -2-methoxy-N-methylacetamide.

4) Inhibitors of the mitosis and cell division, for example (4.1) benomyl, (4.2) carbendazim, (4.3) chlor- fenazole, (4.4) diethofencarb, (4.5) ethaboxam, (4.6) fluopicolide, (4.7) fuberidazole, (4.8) pencycuron,

(4.9) thiabendazole, (4.10) thiophanate-methyl, (4.11) thiophanate, (4.12) zoxamide, (4.13) 5-chloro-7-(4- methylpiperidin-l-yl)-6-(2,4,6-trifluorophenyl)[l,2,4]triazolo[l,5-a]pyrimidine, (4.14) 3-chloro-5-(6- chloropyridin-3-yl)-6-methyl-4-(2,4,6-trifluorophenyl)pyridazine.

5) Compounds capable to have a multisite action, for example (5.1) bordeaux mixture, (5.2) captafol, (5.3) captan, (5.4) chlorothalonil, (5.5) copper hydroxide, (5.6) copper naphthenate, (5.7) copper oxide, (5.8) copper oxychloride, (5.9) copper(2+) sulfate, (5.10) dichlofluanid, (5.11) dithianon, (5.12) dodine, (5.13) dodine free base, (5.14) ferbam, (5.15) fluorofolpet, (5.16) folpet, (5.17) guazatine, (5.18) guazatine acetate, (5.19) iminoctadine, (5.20) iminoctadine albesilate, (5.21) iminoctadine triacetate, (5.22) mancop- per, (5.23) mancozeb, (5.24) maneb, (5.25) metiram, (5.26) metiram zinc, (5.27) oxine-copper, (5.28) pro- pamidine, (5.29) propineb, (5.30) sulfur and sulfur preparations including calcium polysulfide, (5.31) thi- ram, (5.32) tolylfluanid, (5.33) zineb, (5.34) ziram, (5.35) anilazine.

6) Compounds capable to induce a host defence, for example (6.1) acibenzolar-S-methyl, (6.2) isotianil, (6.3) probenazole, (6.4) tiadinil, (6.5) laminarin.

7) Inhibitors of the amino acid and/or protein biosynthesis, for example (7.1) andoprim, (7.2) blasticidin-S, (7.3) cyprodinil, (7.4) kasugamycin, (7.5) kasugamycin hydrochloride hydrate, (7.6) mepanipyrim, (7.7) pyrimethanil, (7.8) 3-(5-fluoro-3,3,4,4-tetramethyl-3,4-dihydroisoquinolin-l-yl)quinoline, (7.9) oxyte- tracycline, (7.10) streptomycin.

8) Inhibitors of the ATP production, for example (8.1) fentin acetate, (8.2) fentin chloride, (8.3) fentin hydroxide, (8.4) silthiofam. 9) Inhibitors of the cell wall synthesis, for example (9.1) benfhiavalicarb, (9.2) dimethomorph, (9.3) flu- morph, (9.4) iprovalicarb, (9.5) mandipropamid, (9.6) polyoxins, (9.7) polyoxorim, (9.8) validamycin A, (9.9) valifenalate, (9.10) polyoxin B.

10) Inhibitors of the lipid and membrane synthesis, for example (10.1) biphenyl, (10.2) chloroneb, (10.3) dicloran, (10.4) edifenphos, (10.5) etridiazole, (10.6) iodocarb, (10.7) iprobenfos, (10.8) isoprothiolane, (10.9) propamocarb, (10.10) propamocarb hydrochloride, (10.11) prothiocarb, (10.12) pyrazophos, (10.13) quintozene, (10.14) tecnazene, (10.15) tolclofos-methyl. 11) Inhibitors of the melanin biosynthesis, for example (11.1) carpropamid, (11.2) diclocymet, (11.3) fe- noxanil, (11.4) phthalide, (11.5) pyroquilon, (11.6) tricyclazole, (11.7) 2,2,2-trifluoroethyl {3-methyl-l- [(4-methylbenzoyl)amino]butan-2-yl}carbamate.

12) Inhibitors of the nucleic acid synthesis, for example (12.1) benalaxyl, (12.2) benalaxyl-M (Mralaxyl), (12.3) bupirimate, (12.4) clozylacon, (12.5) dimethirimol, (12.6) ethirimol, (12.7) furalaxyl, (12.8) hy- mexazol, (12.9) metalaxyl, (12.10) metalaxyl-M (mefenoxam), (12.11) ofurace, (12.12) oxadixyl, (12.13) oxolinic acid, (12.14) octhilinone.

13) Inhibitors of the signal transduction, for example (13.1) chlozolinate, (13.2) fenpiclonil, (13.3) flu- dioxonil, (13.4) iprodione, (13.5) procymidone, (13.6) quinoxyfen, (13.7) vinclozolin, (13.8) proquinazid. 14) Compounds capable to act as an uncoupler, for example (14.1) binapacryl, (14.2) dinocap, (14.3) fe- rimzone, (14.4) fluazinam, (14.5) meptyldinocap.

15) Further compounds, for example (15.1) benthiazole, (15.2) bethoxazin, (15.3) capsimycin, (15.4) car- vone, (15.5) chinomethionat, (15.6) pyriofenone (chlazafenone), (15.7) cufraneb, (15.8) cyflufenamid, (15.9) cymoxanil, (15.10) cyprosulfamide, (15.11) dazomet, (15.12) debacarb, (15.13) dichlorophen, (15.14) diclomezine, (15.15) difenzoquat, (15.16) difenzoquat metilsulfate, (15.17) diphenylamine, (15.18) ecomate, (15.19) fenpyrazamine, (15.20) flumetover, (15.21) fiuoroimide, (15.22) flusulfamide, (15.23) flutianil, (15.24) fosetyl-aluminium, (15.25) fosetyl-calcium, (15.26) fosetyl-sodium, (15.27) hexachloro- benzene, (15.28) irumamycin, (15.29) methasulfocarb, (15.30) methyl isothiocyanate, (15.31) metrafe- none, (15.32) mildiomycin, (15.33) natamycin, (15.34) nickel dimethyldithiocarbamate, (15.35) nitrothal- isopropyl, (15.37) oxamocarb, (15.38) oxyfenthiin, (15.39) pentachlorophenol and salts, (15.40) pheno- thrin, (15.41) phosphorous acid and its salts, (15.42) propamocarb-fosetylate, (15.43) propanosine-sodium, (15.44) pyrimorph, (15.45) (2E)-3-(4-tert-butylphenyl)-3-(2-chloropyridin-4-yl)-l-(moφholin-4-yl)prop-2- en-l-one, (15.46) (2Z)-3-(4-tert-butylphenyl)-3-(2-chloropyridin-4-yl)-l-(moφholin-4-yl)prop-2-en-l-one, (15.47) pyrrolnitrine, (15.48) tebufioquin, (15.49) tecloftalam, (15.50) tolnifanide, (15.51) triazoxide, (15.52) trichlamide, (15.53) zarilamid, (15.54) (3S,6S,7R,8R)-8-benzyl-3-[({3-[(isobutyryloxy)mefhoxy]- 4-methoxypyridin-2-yl}carbonyl)amino]-6-methyl-4,9-dioxo-l,5-dioxonan-7-yl 2-methylpropanoate, (15.55) l<4-{4-[(5R)-5<2,6-dinuorophenyl)^5-dihydro-l,2-oxazol-3-yl] ,3-thiazol-2-yl}piperidin-l- yl)-2-[5-methyl-3-(trifluoromethyl)-lH-pyrazol-l-yl]ethanone, (15.56) l-(4-{4-[(5S)-5-(2,6- difluorophenyl)-4,5-dihydro-l,2-oxazol-3-yl]-l,3-thiazol-2-yl}piperidin-l-yl)-2-[5-methyl-3- (trifluoromethyl)-lH-pyrazol-l-yl]ethanone, (15.57) l-(4-{4-[5-(2,6-difluorophenyl)-4,5-dihydro-l,2- oxazol-3 -yl] - 1 ,3 -thiazol-2-yl } piperidin- 1 -yl)-2- [5 -methyl-3 -(trifluoromethyl) - lH-pyrazol- 1 -yl] ethanone, (15.58) l-(4-methoxyphenoxy)-3,3-dimethylbutan-2-yl lH-imidazole-l-carboxylate, (15.59) 2,3,5,6- tetrachloro-4-(methylsulfonyl)pyridine, (15.60) 2,3-dibutyl-6-chlorothieno[2,3-d]pyrimidin-4(3H)-one, (15.61) 2,6-dimethyl-lH,5H 1,4]dithiino[2,3-c:5,6-c']dipyrrole-l,3,5J(2H,6H)-tetrone, (15.62) 2-[5- methyl-3-(trifluoromethyl)-lH-pyrazol-l-yl]-l-(4-{4-[(5R)-5-phenyl-4,5-dihydro-l,2-oxazol-3-yl]-l,3- thiazol-2-yl } piperidin- 1 -yl)ethanone, (15.63) 2- [5 -methyl-3-(trifluoromethyl)- 1 H-pyrazol- 1 -yl] - 1 -(4- { 4- [(5S)-5-phenyl-4,5-dihydro-l,2-oxazol-3-yl]-1 -thiazol-2-yl}piperidin-l-yl)ethanone, (15.64) 2-[5- methyl-3-(triiluoromethyl)- 1 H-pyrazol- 1 -yl] - 1 - { 4- [4-(5-phenyl-4,5 -dihydro- 1 ,2-oxazol-3 -yl) - 1 ,3 -thiazol- 2-yl]piperidin-l-yl}ethanone, (15.65) 2-butoxy-6-iodo-3-propyl-4H-chromen-4-one, (15.66) 2-chloro-5- [2-chloro-l -(2,6-dirluoro-4-methoxyphenyl)-4-methyl- 1 H-imidazol-5-yl]pyridine, ( 15.67) 2-phenylphenol and salts, (15.68) 3-(4,4,5-trifluoro-3 -dimethyl-3,4-dihydroisoquinolin-l-yl)quinolirie, (15.69) 3,4,5- trichloropyridine-2,6-dicarbonitrile, (15.70) 3-chloro-5-(4-chlorophenyl)-4-(2,6-difluorophenyl)-6- methylpyridazine, (15.71) 4-(4-chlorophenyl)-5-(2,6-dirluorophenyl)-3,6-dimethylpyridazine, (15.72) 5- amino- 1 ,3,4-thiadiazole-2-thiol, (15.73) 5-chloro-N'-phenyl-N'-(prop-2-yn- 1 -yl)thiophene-2- sulfonohydrazide, (15.74) 5-fluoro-2-[(4-fluorobenzyl)oxy]pyrirnidin-4-arnine, (15.75) 5-fluoro-2-[(4- methylbenzyl)oxy]pyrimidin-4-amine, (15.76) 5-methyl-6-octyl[l ,2,4]triazolo[l,5-a]pyrimidin-7-arnine, (15.77) ethyl (2Z)-3-amino-2-cyano-3-phenylacrylate, (15.78) N'-(4-{ [3-(4-chlorobenzyl)-l,2,4-thiadiazol- 5-yl]oxy}-2,5-dimethylphenyl)-N-ethyl-N-methylimLdoformamide, (15.79) N-(4-chlorobenzyl)-3-[3- methoxy-4-(prop-2-yn-l-yloxy)phenyl]propanamide, (15.80) N-[(4-chlorophenyl)(cyano)methyl]-3-[3- methoxy-4-(prop-2-yn- 1 -yloxy)phenyl]propanamide, (15.81) N- [(5-bromo-3 -chloropyridin-2-yl)methyl] - 2,4-dichloronicotinamide, (15.82) N-[l-(5-bromo-3-chloropyridin-2-yl)ethyl]-2,4-dichloronicotinarnide, (15.83) N-[l-(5-bromo-3-chloropyridin-2-yl)ethyl]-2-fluoro-4-iodonicotinamide, (15.84) N-{(E)- [(cyclopropylmethoxy)imino] [6-(difluoromethoxy)-2,3 -dilluorophenyl] methyl } -2-phenylacetamide, (15.85) N-{ (Z)-[(cyclopropylmethoxy)imino][6-(dirluoromethoxy)-2,3-diiluorophenyl]methyl}-2- phenylacetamide, (15.86) '- { 4-[(3-tert-butyl-4-cyano- 1 ,2-thiazol-5-yl)oxy] -2-chloro-5-methylphenyl } -N- ethyl-N-methylimidoformamide, (15.87) N-methyl-2-(l-{ [5-methyl-3-(trilluoromethyl)-lH-pyrazol-l- yl]acetyl}piperidln-4-yl)-N-(l,2 ,4-tetrahydronaphthalen-l-yl)-l,3-thiazole-4-phthalic acid diamide, (15.88) N-methyl-2-( 1 - { [5-methyl-3-(trifluoromethyl)- 1 H-pyrazol- 1 -yl] acetyl } piperidin-4-yl) -N- [( 1 R) - l,2,3,4-tetrahydronaphthalen-l-yl]-l,3-thiazole-4-phthalic acid diamide, (15.89) N-methyl-2-(l-{ [5- methyl-3-(trifluoromethyl)- 1 H-pyrazol- 1 -yl] acetyl }piperidin-4-yl)-N-[( 1 S)- 1 ,2,3 ,4-tetrahydronaphthalen-

1- yl]-l,3-thiazole-4-phthalic acid diamide, (15.90) pentyl {6-[({ [(l-methyl-lH-tetrazol-5- yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}carbamate, (15.91) phenazine-l-carboxylic acid, (15.92) quinolin-8-ol, (15.93) quinolin-8-ol sulfate (2: 1), (15.94) tert-butyl {6-[({ [(l-methyl-lH-tetrazol-5- yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl} carbamate, (15.95) l-methyl-3-(trifluoromethyl)- N-[2'-(trifluoromethyl)biphenyl-2-yl]-lH-pyrazole-4-phthalic acid diamide, (15.96) N-(4'-chlorobiphenyl-

2- yl)-3-(difluoromethyl)-l-methyl-lH-pyrazole-4-phthalic acid diamide, (15.97) N-(2',4'- dichlorobiphenyl-2-yl)-3-(difluoromethyl)-l-methyl-lH-pyrazole-4-phthalic acid diamide, (15.98) 3- (difluoromethyl)-l-methyl-N-[4'-(trifluoromethyl)biphenyl-2-yl]-lH-pyrazole-4-phthalic acid diamide, (15.99) N-(2',5'-difluorobiphenyl-2-yl)-l-methyl-3-(trifluoromethyl)-lH-pyrazole-4-phthalic acid diamide, (15.100) 3 -(difluoromethyl)- 1 -methyl-N- [4'-(prop- 1 -yn- 1 -yl)biphenyl-2-yl] - 1 H-pyrazole-4-phthalic acid diamide, (15.101) 5 -fluoro- 1 ,3 -dimethyl -N- [4'-(prop- 1 -yn- 1 -yl)biphenyl-2-yl] - 1 H-pyrazole-4-phthalic acid diamide, (15.102) 2-chloro-N-[4'-(prop-l-yn-l-yl)biphenyl-2-yl]nicotinamide, (15.103) 3- (difluoromethyl)-N-[4'-(3 ,3 -dimethylbut- 1 -yn- 1 -yl)biphenyl-2-yl] - 1 -methyl- 1 H-pyrazole-4-phthalic acid diamide, (15.104) N-[4' 3 -dimethylbut -yn -yl)biphenyl-2-yl]-5-fluoro^ -dimethyl4H-pyrazole-4- phthalic acid diamide, (15.105) 3-(difluoromethyl)-N-(4'-ethynylbiphenyl-2-yl)-l-methyl4H-pyrazole-4- phthalic acid diamide, (15.106) N-(4'-ethynylbiphenyl-2-yl)-541uoro4,3-dimethyl4H-pyrazole-4-phthalic acid diamide, (15.107) 2-chloro-N-(4'-ethynylbiphenyl-2-yl)nicotinamide, (15.108) 2-chloro-N-[4'-(3,3- dimethylbut4-yn4-yl)biphenyl-2-yl]nicotinamide, (15.109) 4-(difluoromethyl)-2-methyl-N-[4'- (trifluoromethyl)biphenyl-2-yl]4,3-thiazole-5-phthalic acid diamide, (15.110) 5-fhioro-N-[4'-(3-hydroxy- 3-methylbut4-yn4-yl)biphenyl-2-yl]4,3-dimethyl4H-pyrazole-4-phthalic acid diamide, (15.111) 2- chloro-N- [4'-(3 -hydroxy-3 -methylbut- 1 -yn- 1 -yl)biphenyl-2-yl] nicotinamide, (15.112) 3 -(dilluoromethyl) - N- [4'-(3 -methoxy-3 -methylbut- 1 -yn- 1 -yl)biphenyl-2-yl] - 1 -methyl- 1 H-pyrazole-4-phthalic acid diamide, (15.113) 5-f uoro-N- [4'-(3-methoxy-3-methylbut- 1 -yn- 1 -yl)biphenyl-2-yl] - 1 ,3-dimethyl- 1 H-pyrazole-4- phthalic acid diamide, (15.114) 2-chloro-N-[4'-(3-methoxy-3-methylbut4-yn4-yl)biphenyl-2- yl]nicotinamide, (15.115) (543romo-2-methoxy4^-methylpyridin-3-yl)(2,3,4-trimethoxy-6- methylphenyl)methanone, (15.116) N-[2-(4-{ [3-(4-chlorophenyl)prop-2-yn-l-yl]oxy}-3- methoxyphenyl)ethyl]-N2-(methylsulfonyl)valinamide, (15.117) 4-oxo-4-[(2-phenylethyl)amino]butanoic acid, (15.118) but-3-yn4-yl {6-[({ [(Z)-(l-methyl-lH-tetrazol-5- yl)(phenyl)methylene] amino } oxy)methyl]pyridin-2-yl } carbamate, (15.119) 4-amino-5 -lluoropyrimidin-2- ol (mesomeric form: 4-amino-5-fluoropyrimidin-2(lH)-one), (15.120) propyl 3,4,5-trihydroxybenzoate, (15.121) 1,3 -dimethyl-N-( 1,1,3 -trimethyl-2,3 -dihydro- 1 H-inden-4-yl)4 H-pyrazole-4-phthalic acid diamide, (15.122) l,3-dimethyl-N-[(3R)-l,l,3-trimethyl-2,3-dihydro4H-inden-4-yl]-lH-pyrazole-4-phthalic acid diamide, (15.123) l,3-dimethyl-N-[(3S)4,l,3-trimethyl-2,3-dihydro-lH-inden-4-yl]-lH-pyrazole-4- phthalic acid diamide, (15.124) [3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)4,2-oxazol-4- yl](pyridin-3-yl)methanol, (15.125) (S)-[3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-l,2-oxazol-4- yl](pyridin-3-yl)methanol, (15.126) (R)-[3-(4-chloro-2-iluorophenyl)-5-(2,4-difluorophenyl)-l,2-oxazol-4- yl] (pyridin-3 -yl) methanol, (15.127) 2- { [3 -(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl] methyl } - 2,4-dihydro-3H4,2,4-triazole-3-thione, (15.128) l-{ [3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2- yl]methyl}-lH4,2,4-triazol-5-yl thiocyanate, (15.129) 5-(allylsulfanyl)4-{ [3-(2-chlorophenyl)-2-(2,4- difluorophenyl)oxiran-2-yl] methyl } 4 H- 1 ,2,4-triazole, (15.130) 2-[l -(2,4-dichlorophenyl)-5 -hydroxy - 2,6,6-trimethylheptan-4-yl] -2,4-dihydro-3H- 1 ,2,4-triazole-3-thione, (15.131) 2-{ [rel(2R,3S)-3-(2- chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl } -2,4-dihydro-3H- 1 ,2,4-triazole-3-thione, (15.132) 2-{ [rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-2,4-dihydro-3H4,2,4- triazole-3-thione, (15.133) l-{ [rel(2R,3S)-3-(2-chlorophenyl)-2-(2,4-dilluorophenyl)oxiran-2-yl]methyl}- lH-l,2,4-triazol-5-yl thiocyanate, (15.134) l-{[rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4- difluorophenyl)oxiran-2-yl] methyl } 4 H- 1 ,2,4-triazol-5 -yl thiocyanate, (15.135) 5 -(allylsulf anyl)- 1 - { [rel(2R,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}4H-l,2,4-triazole, (15.136) 5- (allylsulfanyl)-l-{ [rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-lH4,2,4- triazole, (15.137) 2-[(2S,4S,5S)-l-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4- dihydro-3H-l,2,4-triazole-3-thione, (15.138) 2-[(2R,4S,5S)4-(2,4-dichlorophenyl)-5-hydroxy-2,6,6- trimethylheptan-4-yl] -2,4-dihydro-3H4 ,2,4-triazole-3-thione, (15.139) 2-[(2R,4R,5R)- 1 -(2,4- dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl] -2,4-dihydro-3H- 1 ,2,4-triazole-3-thione, (15.140) 2-[(2S,4R,5R)-l-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimemymeptan-4

triazole-3-thione, (15.141) 2-[(2S,4S,5R)-l-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]- 2,4-dihydro-3H-l,2,4-triazole-3-thione, (15.142) 2-[(2R,4S,5R)-l-(2,4-dichlorophenyl)-5-hydroxy-2,6,6- trimethylheptan-4-yl]-2,4-dihydro-3H-l,2,4-triazole-3-thione, (15.143) 2-[(2R,4R,5S)-l-(2,4- dichlorophenyl)-54iydroxy-2,6,6-trimethylheptan-4-yl] -2,4-dihydro-3H- 1 ,2,4-triazole-3-thione, (15.144) 2-[(2S,4R,5S)-l-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimeth^

triazole-3 -thione, ( 15.145) 2-fluoro-6-(trifluoromethyl)-N-( 1,1,3 -trimethyl-2,3 -dihydro- 1 H-inden-4- yl)benzamide, (15.146) 2-(6-benzylpyridin-2-yl)quinazoline, (15.147) 2-[6-(3-fluoro-4-methoxyphenyl)-5- methylpyridin-2-yl]quinazoline, (15.148) 3-(4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinolin-l- yl)quinoline, (15.149) Abscisic acid, picarbutrazox.

All named mixing partners of the classes (1) to (15) can, if their functional groups enable this, optionally form salts with suitable bases or acids.

Preferred fungicides as pest control agents are selected from cyproconazole, difenoconazole, epoxiconazole, flutriafol, metconazole, myclobutanil, prochloraz, propico- nazole, prothioconazole, spiroxamine, tebuconazole, tetraconazoletriadimenol, (1.081) Mefentriflucona- zole, Ipfentrifluconazole bixafen, boscalid, fluopyram, fluxapyroxad, isopyrazam (anti-epimeric enantiomer 1R,4S,9S), isopyrazam (anti-epimeric enantiomer 1S,4R,9R), (2.012) isopyrazam (anti-epimeric racemate 1RS,4SR,9SR), isopy- razam (mixture of syn-epimeric racemate 1RS,4SR,9RS and anti-epimeric racemate 1RS,4SR,9SR), isopyrazam (syn-epimeric enantiomer 1R,4S,9R), isopyrazam (syn-epimeric enantiomer 1S,4R,9S), isopyrazam (syn-epimeric racemate 1RS,4SR,9RS), penflufen, penthiopyrad, sedaxane, benzovindiflupyr, Pydiflume- tofen, N-(5-chloro-2-isopropylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fiuoro- 1 -methyl- lH-pyrazole- 4-carboxamide azoxystrobin, dimoxystrobin, fluoxastrobin, kresoxim-methyl, metominostrobin, picoxystrobin, pyra- clostrobin, trifloxystrobin carbendazim, diethofencarb, thiophanate-methyl, (4-(2-bromo-4-fluorophenyl)-N-(2-chloro-6- fluorophenyl)- 1 ,3 -dimethyl- 1 H-pyrazol-5 -amine mancozeb, propineb, thiram acibenzolar-S-methyl, isotianil, probenazole, tiadinil propamocarb metalaxyl, metalaxyl-M (mefenoxam), picarbutrazox iprodione, procymidone fludioxonil

Oxathiapiprolin According to the invention insecticides comprises:

1) Acetylcholinesterase (AChE) inhibitors, for example carbamates, e.g. Alanycarb (II-l-l), Aldicarb (II-1-2), Bendiocarb (II-1-3), Benfuracarb (II-1-4), Butocarboxim (II-1-5), Butoxycarboxim (Π-1- 6), Carbaryl (II-1-7), Carbofuran (II-1-8), Carbosulfan (II-1-9), Ethiofencarb (II-1-10), Fenobucarb (II-l-l 1), Formetanate (II-1-12), Furathiocarb (II-1-13), Isoprocarb (II-1-14), Methiocarb (Π-1- 15), Methomyl (II-1-16), Metolcarb (II-1-17), Oxamyl (II-1-18), Pirimicarb (II-1-19), Propoxur

(II-1-20), Thiodicarb (II-1-21), Thiofanox (II-1-22), Triazamate (II-1-23), Trimethacarb (II-1-24), XMC (II-1-25), and Xylylcarb (II- 1 -26) ; or organophosphates, e.g. Acephate (II-1-27), Aza- methiphos (II-1-28), Azinphos -ethyl (II-1-29), Azinphos-methyl (II-1-30), Cadusafos (II-1-31), Chlorethoxyfos (II-1-32), Chlorfenvinphos (Π-1-33), Chlormephos (II-1-34), Chlorpyrifos (II- 1 - 35), Ch^yrifos-methyl (II-1-36), Coumaphos (II-1-37), Cyanophos (II-1-38), Demeton-S- methyl (II-1-39), Diazinon (II-1-40), Dichlorvos/DDVP (II-1-41), Dicrotophos (II-1-42), Dime- thoate (Π-1-43), Dimethylvinphos (II-1-44), Disulfoton (II-1-45), EPN (II-1-46), Ethion (II-1-47), Ethoprophos (II-1-48), Famphur (II-1-49), Fenamiphos (II-1-50), Fenitrothion (II-1-51), Fenthion (II-1-52), Fosthiazate (II-1-53), Heptenophos (II-1-54), Imicyafos (II-1-55), Isofenphos (II-1-56), Isopropyl O-(methoxyaminothio-phosphoryl) salicylate (II-1-57), Isoxathion (II-1-58), Malathion

(II-1-59), Mecarbam (II-1-60), Methamidophos (II-1-61), Methidathion (II-1-62), Mevinphos (II- 1-63), Monocrotophos (II-1-64), Naled (Π-1-65), Omethoate (II-1-66), Oxydemeton-methyl (Π-1- 67), Parathion (II-1-68), Parathion-methyl (II-1-69), Phenthoate (II-1-70), Phorate (II-1-71), Phosalone (Π-1-72), Phosmet (II-1-73), Phosphamidon (II-1-74), Phoxim (II-1-75), Pirimiphos- methyl (Π-1-76), Profenofos (II-1-77), Propetamphos (II-1-78), Prothiofos (II-1-79), Pyraclofos

(II-1-80), Pyridaphenthion (II-1-81), Quinalphos (II-1-82), Sulfotep (II-1-83), Tebupirimfos (II- 1 - 84), Temephos (II-1-85), Terbufos (II-1-86), Tetrachlorvinphos (II-1-87), Thiometon (II-1-88), Triazophos (II-1-89), Trichlorfon (II-1-90), and Vamidothion (II-1-91).

2) GABA-gated chloride channel antagonists, for example cyclodiene organochlorines, e.g. Chlor- dane (Π-2-1) and Endosulfan (Π-2-2); or phenylpyrazoles (fiproles), e.g. Ethiprole (II-2-3) and Fipronil (II-2-4).

3) Sodium channel modulators / voltage-dependent sodium channel blockers, for example pyre- throids, e.g. Acrinathrin (II-3-1), Allethrin (II-3-2), d-cis-trans Allethrin (II-3-3), d-trans Allethrin (II-3-4), Bifenthrin (II-3-5), Bioallethrin (II-3-6), Bioallethrin S-cyclopentenyl isomer (II-3-7), Bi- oresmethrin (II-3-8), Cycloprothrin (II-3-9), Cyfluthrin (II-3-10), beta-Cyfluthrin (II-3-11), Cyhalothrin (II-3-12), lambda-Cyhalothrin (II-3-13), gamma-Cyhalothrin (II-3-14), Cypermethrin (II-3-15), alpha-Cypermethrin (II-3-16), beta-Cypermethrin (II-3-17), theta-Cypermethrin (II-3- 18), zeta-Cypermethrin (II-3-19), Cyphenothrin [(lR)-trans isomers] (II-3-20), Deltamethrin (II-3-

21), Empenthrin [(EZ)-(IR) isomers) (II-3-22), Esfenvalerate (II-3-23), Etofenprox (II-3-24), Fenpropathrin (II-3-25), Fenvalerate (Π-3-26), Flucythrinate (II-3-27), Flumethrin (II-3-28), tau- Fluvalinate (II-3-29), Halfenprox (II-3-30), Imiprothrin (II-3-31), Kadethrin (II-3-32), Permethrin (II-3-33), Phenothrin [(lR)-trans isomer) (II-3-34), Prallethrin (II-3-35), Pyrethrine (pyrethrum) (II-3-36), Resmethrin (II-3-37), Silafluofen (II-3-38), Tefluthrin (II-3-39), Tetramethrin (II-3-40),

Tetramethrin [(1R) isomers)] (II-3-41), Tralomethrin (II-3-42), and Transfluthrin (II-3-43); or DDT (II-3-44); or Methoxychlor (II-3-45).

4) Nicotinic acetylcholine receptor (nAChR) agonists, for example neonicotinoids, e.g. Acetamiprid (II-4-1), Clothianidin (II-4-2), Dinotefuran (II-4-3), Imidacloprid (II-4-4), Nitenpyram (II-4-5), Thiacloprid (II-4-6), and Thiamethoxam (II-4-7); or Nicotine (II-4-8); or Sulfoxaflor (II-4-9).

5) Nicotinic acetylcholine receptor (nAChR) allosteric activators, for example spinosyns, e.g. Spinet - oram (Π-5-1) and Spinosad (II-5-2).

6) Chloride channel activators, for example avermectins/milbemycins, e.g. Abamectin (II-6-1), Emamectin benzoate (II-6-2), Lepimectin (II-6-3), and Milbemectin (II-6-4). 7) Juvenile hormone mimics, for example juvenile hormon analogues, e.g. Hydroprene (II-7-1), Ki- noprene (II-7-2), and Methoprene (II-7-3); or Fenoxycarb (II-7-4); or Pyriproxyfen (II-7-5).

8) Miscellaneous non-specific (multi-site) inhibitors, for example alkyl halides, e.g. Methyl bromide (II-8-1) and other alkyl halides; or Chloropicrin (II-8-2); or Sulfuryl fluoride (II-8-3); or Borax (II- 8-4); or Tartar emetic (II-8-5). 9) Selective homopteran feeding blockers, e.g. Pymetrozine (II-9-1); or Flonicamid (II-9-2).

10) Mite growth inhibitors, e.g. Clofentezine (II- 10- 1), Hexythiazox (II-10-2), and Diflovidazin (11-10- 3); or Etoxazole (II-10-4).

12) Inhibitors of mitochondrial ATP synthase, for example Diafenthiuron (II-12-1); or organotin miti- cides, e.g. Azocyclotin (II-12-2), Cyhexatin (II-12-3), and Fenbutatin oxide (II-12-4); or Pro- pargite (II-12-5); or Tetradifon (II-12-6).

13) Uncouplers of oxidative phoshorylation via disruption of the proton gradient, for example Chlorfenapyr (II-13-1), DNOC (II-13-2), and Sulfiuramid (II-13-3). ) Nicotinic acetylcholine receptor (nAChR) channel blockers, for example Bensultap (II-14-1), Cartap hydrochloride (II-14-2), Thiocyclam (II-14-3), and Thiosultap-sodium (II-14-4). ) Inhibitors of chitin biosynthesis, type 0, for example Bistrifluron (II-15-1), Chlorfluazuron (11-15- 2), Diflubenzuron (II-15-3), Flucycloxuron (II-15-4), Flufenoxuron (II-15-5), Hexaflumuron (II- 15-6), Lufenuron (II-15-7), Novaluron (II-15-8), Noviflumuron (II-15-9), Teflubenzuron (11-15-

10), and Triflumuron (11-15-11). ) Inhibitors of chitin biosynthesis, type 1, for example Buprofezin (II-16-1). ) Moulting disruptors, for example Cyromazine (II-17-1). ) Ecdysone receptor agonists, for example Chromafenozide (II-18-1), Halofenozide (II-18-2), Methoxyfenozide (II-18-3), and Tebufenozide (II-18-4). ) Octopamine receptor agonists, for example Amitraz (II- 19-1). ) Mitochondrial complex III electron transport inhibitors, for example Hydramethylnon (II-20-1); or Acequinocyl (II-20-2); or Fluacrypyrim (II-20-3). ) Mitochondrial complex I electron transport inhibitors, for example METI acaricides, e.g. Fena- zaquin (II-21-1), Fenpyroximate (II-21-2), Pyrimidifen (II-21-3), Pyridaben (II-21-4),

Tebufenpyrad (Π-21-5), and Tolfenpyrad (II-21-6); or Rotenone (Derris) (II-21-7). ) Voltage -dependent sodium channel blockers, e.g. Indoxacarb (II-22-1); or Metaflumizone (11-22- 2). ) Inhibitors of acetyl CoA carboxylase, for example tetronic and tetramic acid derivatives, e.g. Spi- rodiclofen (II-23-1), Spiromesifen (II-23-2), and Spirotetramat (II-23-3). ) Mitochondrial complex IV electron transport inhibitors, for example phosphines, e.g. Aluminium phosphide (II-24-1), Calcium phosphide (II-24-2), Phosphine (II-24-3), and Zinc phosphide (11-24- 4); or Cyanide (II-24-5). ) Mitochondrial complex II electron transport inhibitors, for example beta-ketonitrile derivatives, e.g. Cyenopyrafen (II-25-1) and Cyflumetofen (II-25-2). ) Ryanodine receptor modulators, for example diamides, e.g. Chlorantraniliprole (II-28-1), Cyan- traniliprole (II-28-2), and Flubendiamide (II-28-3). ) Further active ingredients with unknown or uncertain mode of action, for example Amidoflumet (II-29-1), Azadirachtin (II-29-2), Benclothiaz (II-29-3), Benzoximate (II-29-4), Bifenazate (11-29- 5), Bromopropylate (II-29-6), Chinomethionat (II-29-7), Cryolite (II-29-8), Dicofol (II-29-9), Di- flovidazin (11-29-10), Fluensulfone (11-29-11), Flufenerim (11-29-12), Flufiprole (11-29-13), Huopyram (11-29-14), Fufenozide (11-29-15), Imidaclothiz (11-29-16), Iprodione (11-29-17), Me- perfluthrin (11-29-18), Pyridalyl (11-29-19), Pyrifluquinazon (11-29-20), Tetramethylfluthrin (11-29- 21), and iodomethane (11-29-22); furthermore one of the following known active compounds: 3- bromo-N- {2-bromo-4-chloro-6-[(l -cyclopropylethyl)carbamoyl]phenyl} - 1 -(3-chloropyridin-2-yl)- lH-pyrazole-5-phthalic acid diamide (11-29-24) (known from WO2005/077934), 4-{ [(6- bromopyridin-3-yl)methyl](2-fluoroethyl)amino}furan-2(5H)-one (11-29-25) (known from WO2007/115644), 4-{ [(6-fluoropyridin-3-yl)methyl](2,2-difluoroethyl)amino}furan-2(5H)-one (11-29-26) (known from WO2007/ 115644), 4-{[(2-chloro-l,3-thiazol-5-yl)methyl](2- fluoroethyl)amino}furan-2(5H)-one (11-27-29) (known from WO2007/115644), 4-{[(6- chlo yridin-3-yl)methyl](2-fluoroethyl)amino}furan-2(5H)-one (11-29-28) (known from WO2007/115644), Flupyradifurone (11-29-29), 4-{ [(6-chlor-5-fluoropyridin-3- yl)methyl](methyl)amino}furan-2(5H)-one (11-29-30) (known from WO2007/115643), 4-{[(5,6- dichloropyridin-3-yl)methyl](2-fluoroethyl)amino}furan-2(5H)-one (11-29-31) (known from WO2007/115646), 4-{[(6-chloro-5-fluoropyridin-3-yl)methyl](cyclopropyl)amino}furan-2(5H)- one (11-29-32) (known from WO2007/115643), 4-{ [(6-chloropyridin-3- yl)methyl](cyclopropyl)amino}furan-2(5H)-one (11-29-33) (known from EP-A-0 539 588), 4-{[(6- chlo yridin-3-yl)methyl](methyl)amino}furan-2(5H)-one (11-29-34) (known from EP-A- 0 539 588), { [l-(6-chloropyridin-3-yl)ethyl](methyl)oxido-λ⁴-sulfanylidene}cyanamide (11-29-35) (known from WO2007/149134) and its diastereomers { [(lR)-l-(6-chloropyridin-3- yl)ethyl](methyl)oxido-λ⁴-sulfanylidene}cyanamide (A) (11-29-36), and { [(lS)-l-(6-chloropyridin- 3-yl)ethyl](methyl)oxido- ⁴-sulfanylidene}cyanamide (B) (11-29-37) (also known from WO2007/149134) as well as diastereomers [(R)-methyl(oxido){(lR)-l-[6- (trifluoromethyl)pyridin-3-yl]ethyl}- ⁴-sulfanylidene]cyanamide (Al) (11-29-38), and [(S)- methyl(oxido) { (lS)-l-[6-(trifluoromethyl)pyridin-3-yl]ethyl } ^⁴-sulfanylidene]cyanamide (A2) (11-29-39), referred to as group of diastereomers A (known from WO2010/074747, WO2010/074751), [(R)-methyl(o ido){(lS)-l-[6-(trifluoromethyl)pyridin-3-yl]eth l}-λ⁴- sulfanylidenejcyanamide (Bl) (11-29-40), and [(S)-methyl(oxido){(lR)-l-[6- (trifluoromethyl)pyridin-3-yl]ethyl}-λ⁴-sulfanylidene]cyanamide (B2) (11-29-41), referred to as group of diastereomers B (also known from WO2010/074747, WO2010/074751), and ll-(4- chloro-2,6-dimethylphenyl)-12-hydroxy-l,4-dioxa-9-azadispiro[4.2.4.2]tetradec-ll-en-10-one (II- 29-42) (known from WO2006/089633), 3-(4'-fluoro-2,4-dimethylbiphenyl-3-yl)-4-hydroxy-8-oxa- l-azaspiro[4.5]dec-3-en-2-one (11-29-43) (known from WO2008/067911), l-{2-fluoro-4-methyl- 5-[(2,2,2-trifluorethyl)sulfinyl]phenyl}-3-(trifluoromethyl)-lH-l,2,4-triazol-5-amine (11-29-44) (known from WO2006/043635), Afidopyropen (11-29-45) (known from WO2008/066153), 2- cyano-3-(dilluoromethoxy)-N,N-dimethylbenzenesulfonamide (11-29-46) (known from WO2006/056433), 2-cyano-3-(difluoromethoxy)-N-methylbenzenesulfonamide (11-29-47) (known from WO2006/100288), 2-cyano-3-(difluoromethoxy)-N-ethylbenzenesulfonamide (11-29-48) (known from WO2005/035486), 4-(difluoromethoxy)-N-ethyl-N-methyl-l,2-benzothiazol-3- amine 1,1-dioxide (11-29-49) (known from WO2007/057407), N-[l-(2,3-dimethylphenyl)-2-(3,5- dimethylphenyl)ethyl]-4,5-dihydro-l,3-thiazol-2-amine (Π-29-50) (known from WO2008/104503), { l'-[(2E)-3-(4-chlorophenyl)prop-2-en-l-yl]-5-fluorospiro[indole-3,4'- piperidin]-l(2H)-yl}(2-chloropyridin-4-yl)methanone (11-29-51) (known from WO2003/ 106457), 3-(2,5-dimethylphenyl)-4-hydroxy-8-methoxy-l,8-diazaspiro[4.5]dec-3-en-2-one (11-29-52) (known from WO2009/049851), 3-(2,5-dimethylphenyl)-8-methoxy-2-oxo-l,8- diazaspiro[4.5]dec-3-en-4-yl ethyl carbonate (11-29-53) (known from WO2009/049851), 4-(but-2- yn-l-yloxy)-6-(3,5-dimethylpiperidin-l-yl)-5-fluoropyrimidine (11-29-54) (known from WO2004/099160), (2,2,3,3,4,4,5,5-octafluoropentyl)(3,3,3-trifluoropropyl)malononitrile (11-29- 55) (known from WO2005/063094), (2,2,3,3,4,4,5,5-octafluoropentyl)(3,3,4,4,4- pentafluorobutyl)malononitrile (11-29-56) (known from WO2005/063094), 8-[2- (cyclopropylmethoxy) -4-(trifluoromethyl)phenoxy] -3 - [6-(trifluoromethyl)pyridazin-3 -yl] -3 - azabicyclo[3.2.1]octane (11-29-57) (known from WO2007/040280), Flometoquin (11-29-58), PF1364 (CAS-Reg.No. 1204776-60-2) (11-29-59) (known from JP2010/018586), 5-[5-(3,5- dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydro-l,2-oxazol-3-yl]-2-(lH-l,2,4-triazol-l- yl)benzonitrile (11-29-60) (known from WO2007/075459), 5-[5-(2-chloropyridin-4-yl)-5- (trifluoromethyl)-4,5-dihydro- 1 ,2-oxazol-3-yl] -2-( 1 H- 1 ,2,4-triazol- 1 -yl)benzonitrile (II-29-61 ) (known from WO2007/075459), 4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydro-l,2- oxazol-3-yl]-2-methyl-N-{2-oxo-2-[(2,2,2-trifluoroethyl)arnino]ethyl}benzamide (11-29-62) (known from WO2005/085216), 4-{ [(6-chloropyridin-3-yl)methyl](cyclopropyl)amino}-l,3- oxazol-2(5H)-one (11-29-63), 4-{ [(6-chloropyridin-3-yl)methyl](2,2-difluoroethyl)amino}-l,3- oxazol-2(5H)-one (11-29-64), 4-{ [(6-chloropyridin-3-yl)methyl](ethyl)amino}-l,3-oxazol-2(5H)- one (11-29-65), 4-{ [(6-chloropyridin-3-yl)methyl](methyl)amino}-l,3-oxazol-2(5H)-one (11-29-66) (all known from WO2010/005692), Pyflubumide (11-29-67) (known from WO2002/096882), methyl 2- [2-( { [3 -bromo- 1 -(3-chloropyridin-2-yl)- 1 H-pyrazol-5 -yljcarbonyl } amino)-5 -chloro-3 - methylbenzoyl]-2-methylhydrazinecarboxylate (11-29-68) (known from WO2005/085216), methyl 2- [2-( { [3 -bromo- 1 -(3 -chloropyridin-2-yl)- 1 H-pyrazol-5 -yl] carbonyl } amino)-5-cyano-3 - methylbenzoyl]-2-ethylhydrazinecarboxylate (11-29-69) (known from WO2005/085216), methyl 2- [2-( { [3 -bromo- 1 -(3 -chloropyridin-2-yl)- 1 H-pyrazol-5 -yl] carbonyl } amino)-5-cyano-3 - methylbenzoyl]-2-methylhydrazinecarboxylate (11-29-70) (known from WO2005/085216), methyl 2- [3,5 -dibromo-2-( { [3 -bromo- 1 -(3 -chloropyridin-2-yl)- 1 H-pyrazol-5 - yl] carbonyl }amino)benzoyl]-l,2-diethylhydrazinecarboxylate (11-29-71) (known from WO2005/085216), methyl 2-[3,5-dibromo-2-({ [3-bromo-l-(3-chloropyridin-2-yl)-lH-pyrazol-5- yl] carbonyl }amino)benzoyl]-2-ethylhydrazinecarboxylate (11-29-72) (known from WO2005/085216), (5RS,7RS;5RS,7SR)-l-(6-chloro-3-pyridylmethyl)-l,2,3,5,6,7-hexahydro-7- methyl-8-nitro-5-propoxyimidazo[l,2-a]pyridine (11-29-73) (known from WO2007/101369), 2-{6- [2-(5-fluoropyridin-3-yl)-l,3-thiazol-5-yl]pyridin-2-yl}pyrirnidine (11-29-74) (known from WO2010/006713), 2 6-[2 pyridin-3-yl) -thiazol-5-yl]pyridin-2-yl}pyrimidine (11-29-75) (known from WO2010/006713), l-(3-chloropyridin-2-yl)-N-[4-cyano-2-methyl-6- (methylcarbamoyl)phenyl] -3 - { [5-(trifluoromethyl)- 1 H-tetrazol- 1 -yl] methyl } - 1 H-pyrazole-5- phthalic acid diamide (11-29-76) (known from WO2010/069502), l-(3-chloropyridin-2-yl)-N-[4- cyano-2-methyl-6-(methylcarbamoyl)phenyl]-3-{[5-(trifluoromethyl)-2H-tetrazol-2-yl]methyl}- lH-pyrazole-5-phthalic acid diamide (11-29-77) (known from WO2010/069502), N-[2-(tert- butylcarbamoyl)-4-cyano-6-methylphenyl]-l-(3-chloropyridin-2-yl)-3-{[5-(trifluoromethyl)-lH- tetrazol-l-yl]methyl}-lH-pyrazole-5-phthalic acid diamide (11-29-78) (known from WO2010/069502), N-[2-(tert-butylcarbamoyl)-4-cyano-6-methylphenyl]-l-(3-chloropyridin-2-yl)- 3-{ [5-(trifluoromethyl)-2H-tetrazol-2-yl]methyl}-lH-pyrazole-5-phthalic acid diamide (11-29-79)

(known from WO2010/069502), (lE)-N-[(6-chloropyridin-3-yl)methyl]-N'-cyano-N-(2,2- difluoroethyl)ethanimidamide (11-29-80) (known from WO2008/009360), N-[2-(5-amino-l,3,4- thiadiazol-2-yl)-4-chloro-6-methylphenyl]-3-bromo-l-(3-chloropyridin-2-yl)-lH-pyrazole-5- phthalic acid diamide (11-29-81) (known from CN102057925), methyl 2-[3,5-dibromo-2-({ [3- bromo- 1 -(3 -chloropyridin-2-yl)- 1 H-pyrazol-5 -yl] carbonyl } amino)benzoyl] -2-ethyl- 1 - methylhydrazinecarboxylate (11-29-82) (known from WO2011/049233), Heptafiuthrin (11-29-83), Pyriminostrobin (11-29-84), Flufenoxystrobin (11-29-85), and 3-chloro-N²-(2-cyanopropan-2-yl)- N¹-[4-(l, 1,1,2,3, 3, 3-heptafluoropropan-2-yl)-2-methylphenyl]phthalamide (11-29-86) (known from WO2012/034472. Preferred insecticides as pest control agent are selected from:

Ethiprole (II-2-3) and Fipronil (II-2-4), beta-Cyfluthrin (II-3-11), lambda-Cyhalothrin (II-3-13), Tefluthrin (II-3-39),

Transfluthrin (II-3-43); Bifenthrin (II-3-5), Acetamiprid (II-4-1), Clothianidin (II-4-2), Dinotefuran (II-4- 3), Imidacloprid (II-4-4), Nitenpyram (II-4-5), Thiacloprid (II-4-6), and Thiamethoxam (Π-4-7); or Nico- tine (II-4-8); or Sulfoxafior (II-4-9), Spinetoram (II-5-1), Spinosad (II-5-2), Abamectin (II-6-1), Emamectin benzoate (II-6-2), Spirodiclofen (II-23-1), Spiromesifen (II-23-2), and Spirotetramat (II-23-3), Chlorantraniliprole (II-28-1), Cyantraniliprole (II-28-2), and Flubendiamide (II-28-3)

Although a mixture according to the present invention may be a composition itself, the final used composition is usually prepared by mixing the compound of formula (I)with the pest control agent as defined above and an inert carrier, and if necessary, by adding a surfactant and/or another auxiliary for formulation, such as an extender, and by formulating the mixture into oil formulation, emulsifiable concentrate, flowable formulation, wettable powder, water dispersible granules, powder, granules, or the like. The formulation, which is used alone or by adding another inert component, can be used as a pesticide.

[0005] Specific further components of this final composition are described later. [0006] The "composition" can be prepared by formulating the compound of formula (I)and at least one pest control agent, in particular bacteria, fungi or yeasts, protozoa, viruses, entomopathogenic nematodes botanical extracts and products produced by microorganisms including proteins or secondary metabolites as described in the above, and then making the formulations or their diluents. [0007] For the sake of clearness, a mixture means a physical combination of the compounds of the formula (I) and at least one pest control agent as defined above, whereas a composition means a combination of the mixture together with further additives, such as surfactants, solvents, carriers, pigments, antifoams, thickeners and extenders, in a form as suitable for agrochemical application.

[0008] Accordingly, the present invention also relates compositions for controlling harmful microorgan- isms, especially harmful fungi and bacteria, comprising an effective and non-phytotoxic amount of the inventive mixtures. These are preferably fungicidal compositions which comprise agriculturally suitable auxiliaries, solvents, carriers, surfactants or extenders.

[0009] In the context of the present invention, "control of harmful microorganisms" means a reduction in infestation by harmful microorganisms, compared with the untreated plant measured as fungicidal efficacy, preferably a reduction by 25-50 , compared with the untreated plant (100 %), more preferably a reduction by 40-79 %, compared with the untreated plant (100 %); even more preferably, the infection by harmful microorganisms is entirely suppressed (by 70-100 %). The control may be curative, i.e. for treatment of already infected plants, or protective, for protection of plants which have not yet been infected.

[0010] Accordingly, the present invention also relates compositions for controlling pests, especially harmful insects, mites, arachnids and nematodes, comprising an effective and non-phytotoxic amount of the inventive mixtures or compositions. These are preferably pesticidal compositions which comprise agriculturally suitable auxiliaries, solvents, carriers, surfactants or extenders.

[0011] In the context of the present invention, "control of pests" means a reduction in infestation by harmful pests, compared with the untreated plant measured as pesticidal efficacy, preferably a reduction by 25-50 %, compared with the untreated plant (100 %), more preferably a reduction by 40-79 %, compared with the untreated plant (100 ); even more preferably, the infection by pests is entirely suppressed (by 70-100 %). The control may be curative, i.e. for treatment of already infected plants, or protective, for protection of plants which have not yet been infected.

[0012] The present invention also relates to a method for controlling pests, comprising contacting said pests or their habitat with the above-described composition.

[0013] An "effective but non-phytotoxic amount" means an amount of the inventive composition which is sufficient to control the fungal disease of the plant in a satisfactory manner or to eradicate the fungal disease completely, and which, at the same time, does not cause any significant symptoms of phytotoxicity. In gen- eral, this application rate may vary within a relatively wide range. It depends on several factors, for example on the fungus to be controlled, the plant, the climatic conditions and the ingredients of the inventive compositions.

[0014] The present invention also relates to a method for controlling pests, comprising contacting said pests or their habitat with the above-described composition.

[0015] The present invention relates further to a method for treating seeds, comprising contacting said seeds with the above-described composition.

[0016] In one embodiment, the invention refers to a seed coating comprising a compound of formula (I) and at least one pest control agent. [0017] Finally, the present invention also relates to seed treated with the above-mentioned composition

Formulations

[0018] Suitable organic solvents include all polar and non-polar organic solvents usually employed for formulation purposes. Preferable the solvents are selected from ketones, e.g. methyl-isobutyl-ketone and cyclo- hexanone, amides, e.g. dimethyl formamide and a kanecarboxylic acid amides, e.g. Ν,Ν-dimethyl decane- amide and Ν,Ν-dimethyl octanamide, furthermore cyclic solvents, e.g. N-methyl-pyrrolidone, N-octyl- pyrrolidone, N-dodecyl-pyrrolidone, N-octyl-caprolactame, N-dodecyl-caprolactame and butyrolactone, furthermore strong polar solvents, e.g. dime thylsulf oxide, and aromatic hydrocarbons, e.g. xylol, Solvesso™, mineral oils, e.g. white spirit, petroleum, alkyl benzenes and spindle oil, also esters, e.g. propyleneglycol- monomethylether acetate, adipic acid dibutylester, acetic acid hexylester, acetic acid heptylester, citric acid tri-ra-butylester and phthalic acid di-ra-butylester, and also alkohols, e.g. benzyl alcohol and l-methoxy-2- propanol.

[0019] According to the invention, a carrier is a natural or synthetic, organic or inorganic substance with which the active ingredients are mixed or combined for better applicability, in particular for application to plants or plant parts or seed. The carrier, which may be solid or liquid, is generally inert and should be suita- ble for use in agriculture.

[0020] Useful solid or liquid carriers include: for example ammonium salts and natural rock dusts, such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth, and synthetic rock dusts, such as finely divided silica, alumina and natural or synthetic silicates, resins, waxes, solid fertilizers, water, alcohols, especially butanol, organic solvents, mineral and vegetable oils, and derivatives thereof. Mix- tures of such carriers can likewise be used.

[0021] Suitable solid filler and carrier include inorganic particles, e.g. carbonates, silikates, sulphates and oxides with an average particle size of between 0.005 and 20 μιη, preferably of between 0.02 to 10 μηι, for example ammonium sulphate, ammonium phosphate, urea, calcium carbonate, calcium sulphate, magnesium sulphate, magnesium oxide, aluminium oxide, silicium dioxide, so-called fine -particle silica, silica gels, natural or synthetic silicates, and alumosilicates and plant products like cereal flour, wood powder/sawdust and cellulose powder. [0022] Useful solid carriers for granules include: for example crushed and fractionated natural rocks such as calcite, marble, pumice, sepiolite, dolomite, and synthetic granules of inorganic and organic meals, and also granules of organic material such as sawdust, coconut shells, maize cobs and tobacco stalks.

[0023] Useful liquefied gaseous extenders or carriers are those liquids which are gaseous at standard temperature and under standard pressure, for example aerosol propellants such as halohydrocarbons, and also bu- tane, propane, nitrogen and carbon dioxide.

[0024] In the formulations, it is possible to use tackifiers such as carboxymethylcellulose, and natural and synthetic polymers in the form of powders, granules or latices, such as gum arabic, polyvinyl alcohol and polyvinyl acetate, or else natural phospholipids, such as cephalins and lecithins, and synthetic phospholipids. Further additives may be mineral and vegetable oils. [0025] If the extender used is water, it is also possible to employ, for example, organic solvents as auxiliary solvents. Useful liquid solvents are essentially: aromatics such as xylene, toluene or alkylnaphthalenes, chlorinated aromatics and chlorinated aliphatic hydrocarbons such as chlorobenzenes, chloroethylenes or di- chloromethane, aliphatic hydrocarbons such as cyclohexane or paraffins, for example mineral oil fractions, mineral and vegetable oils, alcohols such as butanol or glycol and their ethers and esters, ketones such as ace- tone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents such as dime- thylformamide and dimethyl sulphoxide, and also water.

[0026] The inventive compositions may additionally comprise further components, for example surfactants. Useful surfactants are emulsifiers and/or foam formers, dispersants or wetting agents having ionic or nonionic properties, or mixtures of these surfactants. Examples of these are salts of polyacrylic acid, salts of lignosulphonic acid, salts of phenolsulphonic acid or naphthalenesulphonic acid, polycondensates of ethylene oxide with fatty alcohols or with fatty acids or with fatty amines, substituted phenols (preferably alkylphenols or arylphenols), salts of sulphosuccinic esters, taurine derivatives (preferably alkyl taurates), phosphoric esters of polyethoxylated alcohols or phenols, fatty esters of polyols, and derivatives of the compounds containing sulphates, sulphonates and phosphates, for example alkylaryl polyglycol ethers, alkylsulphonates, alkyl- sulphates, arylsulphonates, protein hydrolysates, lignosulphite waste liquors and methylcellulose. The presence of a surfactant is necessary if one of the active ingredients and/or one of the inert carriers is insoluble in water and when application is effected in water. The proportion of surfactants is between 5 and 40 per cent by weight of the inventive composition. [0027] Suitable surfactants (adjuvants, emulsifiers, dispersants, protective colloids, wetting agent and adhesive) include all common ionic and non-ionic substances, for example ethoxylated nonylphenols, polyalkyl glycolether of linear or branched alcohols, reaction products of alkyl phenols with ethylene oxide and/or propylene oxide, reaction products of fatty acid amines with ethylene oxide and/or propylene oxide, furthermore fattic acid esters, alkyl sulfonates, alkyl sulphates, alkyl ethersulphates, alkyl etherphosphates, arylsulphate, ethoxylated arylalkylphenols, e.g. tristyryl-phenol-ethoxylates, furthermore ethoxylated and propoxylated ar- ylalkylphenols like sulphated or phosphated arylalkylphenol-ethoxylates and -ethoxy- and -propoxylates. Further examples are natural and synthetic, water soluble polymers, e.g. lignosulphonates, gelatine, gum arable, phospholipides, starch, hydrophobic modified starch and cellulose derivatives, in particular cellulose es- ter and cellulose ether, further polyvinyl alcohol, polyvinyl acetate, polyvinyl pyrrolidone, polyacrylic acid, polymethacrylic acid and co-polymerisates of (meth)acrylic acid and (meth)acrylic acid esters, and further co-polymerisates of methacrylic acid and methacrylic acid esters which are neutralized with alkalimetal hydroxide and also condensation products of optionally substituted naphthalene sulfonic acid salts with formaldehyde. [0028] It is possible to use dyes such as inorganic pigments, for example iron oxide, titanium oxide and Prussian Blue, and organic dyes such as alizarin dyes, azo dyes and metal phthalocyanine dyes, and trace nutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc.

[0029] Antifoams which may be present in the formulations include e.g. silicone emulsions, longchain alcohols, fattiy acids and their salts as well as fluoroorganic substances and mixtures therof. [0030] Examples of thickeners are polysaccharides, e.g. xanthan gum or veegum, silicates, e.g. attapulgite, bentonite as well as fine-particle silica.

[0031] If appropriate, it is also possible for other additional components to be present, for example protective colloids, binders, adhesives, thickeners, thixotropic substances, penetrants, stabilizers, sequestrants, com- plexing agents. In general, the active ingredients can be combined with any solid or liquid additive common- ly used for formulation purposes.

[0032] The inventive mixtures or compositions can be used as such or, depending on their particular physical and/or chemical properties, in the form of their formulations or the use forms prepared therefrom, such as aerosols, capsule suspensions, cold-fogging concentrates, warm-fogging concentrates, encapsulated granules, fine granules, flowable concentrates for the treatment of seed, ready-to-use solutions, dustable powders, emulsifiable concentrates, oil-in-water emulsions, water-in-oil emulsions, macrogranules, microgranules, oil- dispersible powders, oil-miscible flowable concentrates, oil-miscible liquids, gas (under pressure), gas generating product, foams, pastes, pesticide coated seed, suspension concentrates, suspoemulsion concentrates, soluble concentrates, suspensions, wettable powders, soluble powders, dusts and granules, water-soluble and water-dispersible granules or tablets, water-soluble and water-dispersible powders for the treatment of seed, wettable powders, natural products and synthetic substances impregnated with active ingredient, and also mi- croencapsulations in polymeric substances and in coating materials for seed, and also ULV cold-fogging and warm-fogging formulations.

[0033] The inventive compositions include not only formulations which are already ready for use and can be applied with a suitable apparatus to the plant or the seed, but also commercial concentrates which have to be diluted with water prior to use. Customary applications are for example dilution in water and subsequent spraying of the resulting spray liquor, application after dilution in oil, direct application without dilution, seed treatment or soil application of granules.

[0034] The inventive mixtures, compositions and formulations generally contain between 0.05 and 99 % by weight, 0.01 and 98 % by weight, preferably between 0.1 and 95 % by weight, more preferably between 0.5 and 90 % of active ingredient, most preferably between 10 and 70 % by weight. For special applications, e.g. for protection of wood and derived timber products the inventive mixtures, compositions and formulations generally contain between 0.0001 and 95 % by weight, preferably 0.001 to 60 % by weight of active ingredient.

[0035] The contents of active ingredient in the application forms prepared from the formulations may vary in a broad range. The concentration of the active ingredients in the application forms is generally between 0.000001 to 95 % by weight, preferably between 0.0001 and 2 % by weight.

[0036] The formulations mentioned can be prepared in a manner known per se, for example by mixing the active ingredients with at least one customary extender, solvent or diluent, adjuvant, emulsifier, dispersant, and/or binder or fixative, wetting agent, water repellent, if appropriate desiccants and UV stabilizers and, if appropriate, dyes and pigments, antifoams, preservatives, inorganic and organic thickeners, adhesives, gib- berellins and also further processing auxiliaries and also water. Depending on the formulation type to be prepared further processing steps are necessary, e.g. wet grinding, dry grinding and granulation.

[0037] The inventive mixtures or compositions may be present as such or in their (commercial) formulations and in the use forms prepared from these formulations as a mixture with other (known) active ingredi- ents, such as insecticides, attractants, sterilants, bactericides, acaricides, nematicides, fungicides, growth regulators, herbicides, fertilizers, safeners and/or semiochemicals.

[0038] The inventive treatment of the plants and plant parts with the mixtures or compositions is effected directly or by action on their surroundings, habitat or storage space by the customary treatment methods, for example by dipping, spraying, atomizing, irrigating, evaporating, dusting, fogging, broadcasting, foaming, painting, spreading-on, watering (drenching), drip irrigating and, in the case of propagation material, especially in the case of seeds, also by dry seed treatment, wet seed treatment, slurry treatment, incrustation, coating with one or more coats, etc. It is also possible to deploy the mixtures or compositions by the ultra-low volume method or to inject the mixtures or compositions preparation or the mixtures or compositions itself into the soil. Plant/Crop Protection

[0039] The inventive mixtures or compositions have potent microbicidal activity and can be used for control of harmful microorganisms, such as phytopathogenic fungi and bacteria, in crop protection and in the protection of materials. [0040] The invention also relates to a method for controlling harmful microorganisms, characterized in that the inventive mixtures or compositions are applied to the phytopathogenic fungi, phytopathogenic bacteria and/or their habitat.

[004f] Fungicides can be used in crop protection for control of phytopathogenic fungi. They are characterized by an outstanding efficacy against a broad spectrum of phytopathogenic fungi, including soilborne path- ogens, which are in particular members of the classes Plasmodiophoromycetes, Peronosporomycetes (Syn. Oomycetes), Chytridiomycetes, Zygomycetes, Ascomycetes, Basidiomycetes and Deuteromycetes (Syn. Fungi imperfect}). Some fungicides are systemically active and ca be used in plant protection as foliar, seed dressing or soil fungicide. Furthermore, they are suitable for combating fungi, which inter alia infest wood or roots of plant. [0042] Bactericides can be used in crop protection for control of Pseudomonadaceae, Rhizobiaceae, Enter- obacteriaceae, Corynebacteriaceae and Streptomycetaceae.

[0043] Non-limiting examples of pathogens of fungal diseases which can be treated in accordance with the invention include: diseases caused by powdery mildew pathogens, for example Blumeria species, for example Blumeria graminis; Podosphaera species, for example Podosphaera leucotricha; Sphaerotheca species, for example Sphaerotheca fuliginea; Uncinula species, for example Uncinula necator; diseases caused by rust disease pathogens, for example Gymnosporangium species, for example Gymnospo- rangium sabinae; Hemileia species, for example Hemileia vastatrix; Phakopsora species, for example Phakopsora pachyrhizi and Phakopsora meibomiae; Puccinia species, for example Puccinia recondite, P. triticina, P. graminis or P. striiformis; Uromyces species, for example Uromyces appendiculatus; diseases caused by pathogens from the group of the Oomycetes, for example Albugo species, for example Algubo Candida; Bremia species, for example Bremia lactucae; Peronospora species, for example Perono- spora pisi or P. brassicae; Phytophthora species, for example Phytophthora infestans; Plasmopara species, for example Plasmopara viticola; Pseudoperonospora species, for example Pseudoperonospora hu- muli or Pseudoperonospora cubensis; Pythium species, for example Pythium ultimum; leaf blotch diseases and leaf wilt diseases caused, for example, by Alternaria species, for example Alternaria solani; Cercospora species, for example Cercospora beticola; Cladiosporium species, for example Cladio- sporium cucumerinum; Cochliobolus species, for example Cochliobolus sativus (conidia form: Drechslera, Syn: Helminthosporium), Cochliobolus miyabeanus; Colletotrichum species, for example Colletotrichum lindemuthanium; Cycloconium species, for example Cycloconium oleaginum; Diaporthe species, for example Diaporthe citri; Elsinoe species, for example Elsinoe fawcettii; Gloeosporium species, for example Gloeo- sporium laeticolor; Glomerella species, for example Glomerella cingulata; Guignardia species, for example Guignardia bidwelli; Leptosphaeria species, for example Leptosphaeria maculans, Leptospha ria nodorum; Magnaporthe species, for example Magnaporthe grisea; Microdochium species, for example Microdochium nivale; Mycosphaerella species, for example Mycosphaerella graminicola, M. arachidicola and M, fijiensis; Phaeosphaeria species, for example Phaeosphaeria nodorum; Pyrenophora species, for example Pyrenoph- ora teres, Pyrenophora tritici repentis; Ramularia species, for example Ramularia collo-cygni, Ramularia areola; Rhynchosporium species, for example Rhynchosporium secalis; Septoria species, for example Septo- ria apii, Septoria lycopersii; Typhula species, for example Typhula incarnata; Venturia species, for example Venturia inaequalis; root and stem diseases caused, for example, by Corticium species, for example Corticium graminearum; Fusarium species, for example Fusarium oxysporum; Gaeumannomyces species, for example Gaeumanno- myces graminis; Rhizoctonia species, such as, for example Rhizoctonia solani; Sarocladium diseases caused for example by Sarocladium oryzae; Sclerotium diseases caused for example by Sclerotium oryzae; Tapesia species, for example Tapesia acuformis; Thielaviopsis species, for example Thielaviopsis basicola; ear and panicle diseases (including corn cobs) caused, for example, by Alternaria species, for example Alter- naria spp.; Aspergillus species, for example Aspergillus flavus; Cladosporium species, for example Cladosporium cladosporioides; Claviceps species, for example Claviceps purpurea; Fusarium species, for example Fusarium culmorum; Gibberella species, for example Gibberella zeae; Monographella species, for example Monographella nivalis; Septoria species, for example Septoria nodorum; diseases caused by smut fungi, for example Sphacelotheca species, for example Sphacelotheca reiliana; Tilletia species, for example Tilletia caries, T. controversa; Urocystis species, for example Urocystis occulta; Ustilago species, for example Ustilago nuda, U. nuda tritici; fruit rot caused, for example, by Aspergillus species, for example Aspergillus flavus; Botrytis species, for example Botrytis cinerea; Penicillium species, for example Penicillium expansum and P. purpurogenum; Sclerotinia species, for example Sclerotinia sclerotiorum; Verticilium species, for example Verticilium al- boatrum; seed and soilborne decay, mould, wilt, rot and damping-off diseases caused, for example, by Alternaria species, caused for example by Alternaria brassicicola; Aphanomyces species, caused for example by Aphanomyces euteiches; Ascochyta species, caused for example by Ascochyta lentis; Aspergillus species, caused for example by Aspergillus flavus; Cladosporium species, caused for example by Cladosporium herbarum; Cochliobolus species, caused for example by Cochliobolus sativus; (Conidiaform: Drechslera, Bipolaris Syn: Helminthosporium); Colletotrichum species, caused for example by Colletotrichum coc- codes; Fusarium species, caused for example by Fusarium culmorum; Gibberella species, caused for example by Gibberella zeae; Macrophomina species, caused for example by Macrophomina phaseolina; Monographella species, caused for example by Monographella nivalis; Penicillium species, caused for ex- ample by Penicillium expansum; Phoma species, caused for example by Phonia lingam; Phomopsis species, caused for example by Phomopsis sojae; Phytophthora species, caused for example by Phytophthora cactorum; Pyrenophora species, caused for example by Pyrenophora graminea; Pyricularia species, caused for example by Pyricularia oryzae; Pythium species, caused for example by Pythium ultimum; Rhi- zoctonia species, caused for example by Rhizoctonia solani; Rhizopus species, caused for example by Rhi- zopus oryzae; Sclerotium species, caused for example by Sclerotium rolfsii; Septoria species, caused for example by Septoria nodorum; Typhula species, caused for example by Typhula incarnata; Verticillium species, caused for example by Verticillium dahliae; cancers, galls and witches' broom caused, for example, by Nectria species, for example Nectria galligena; wilt diseases caused, for example, by Monilinia species, for example Monilinia laxa; leaf blister or leaf curl diseases caused, for example, by Exobasidium species, for example Exobasidium vexans;

Taphrina species, for example Taphrina deformans; decline diseases of wooden plants caused, for example, by Esca disease, caused for example by Phaemoniella clamydospora, Phaeoacremonium aleophilum and Fomitiporia mediterranea; Eutypa dyeback, caused for example by Eutypa lata ; Ganoderma diseases caused for example by Ganoderma boninense; Rigidoporus diseases caused for example by Rigidoporus lignosus; diseases of flowers and seeds caused, for example, by Botrytis species, for example Botrytis cinerea; diseases of plant tubers caused, for example, by Rhizoctonia species, for example Rhizoctonia solani; Helminthosporium species, for example Helminthosporium solani; Club root caused, for example, by Plasmodiophora species, for example Plamodiophora brassicae; diseases caused by bacterial pathogens, for example Xanthomonas species, for example Xanthomonas campestris pv. oryzae; Pseudomonas species, for example Pseudomonas syringae pv. lachrymans; Erwinia species, for example Erwinia amylovora.

[0044] The following diseases of soya beans can be controlled with preference: Fungal diseases on leaves, stems, pods and seeds caused, for example, by Alternaria leaf spot {Alternaria spec, atrans tenuissima), Anthracnose {Colletotrichum gloeosporoides dematium var. truncatum), brown spot (Septoria glycines), cercospora leaf spot and blight (Cercospora kikuchii), choanephora leaf blight (Choanephora infundibulifera trispora (Syn.)), dactuliophora leaf spot (Dactuliophora glycines), downy mildew (Peronospora manshuricd), drechslera blight (Drechslera glycini), frogeye leaf spot (Cercospora sojina), leptosphaerulina leaf spot (Leptosphaerulina trifolii), phyllostica leaf spot (Phyllosticta sojaecola), pod and stem blight (Phomopsis sojae), powdery mildew (Microsphaera diffusa), pyrenochaeta leaf spot (Pyrenochaeta glycines), rhizoctonia aerial, foliage, and web blight (Rhizoctonia solani), rust (Phakopsora pachyrhizi, Phakopsora meibomiae), scab (Sphaceloma glycines), stemphylium leaf blight (Stemphylium bot- ryosum), target spot (Corynespora cassiicola).

Fungal diseases on roots and the stem base caused, for example, by black root rot (Calonectria crotalariae), charcoal rot (Macrophomina phaseolina), fusarium blight or wilt, root rot, and pod and collar rot (Fusarium oxysporum, Fusarium orthoceras, Fusarium semitectum, Fusarium equiseti), mycoleptodiscus root rot (My- coleptodiscus terrestris), neocosmospora (Neocosmospora vasinfecta), pod and stem blight (Diaporthe phaseolorum), stem canker (Diaporthe phaseolorum var. caulivora), phytophthora rot (Phytophthora megasperma), brown stem rot (Phialophora gregata), pythium rot (Pythium aphanidermatum, Pythium ir- regulare, Pythium debaryanum, Pythium myriotylum, Pythium ultimum), rhizoctonia root rot, stem decay, and damping-off (Rhizoctonia solani), sclerotinia stem decay (Sclerotinia sclerotiorum), sclerotinia southern blight (Sclerotinia rolfsii), thielaviopsis root rot (Thielaviopsis basicola).

[0045] The inventive fungicidal mixtures or compositions can be used for curative or protective/preventive control of phytopathogenic fungi. The invention therefore also relates to curative and protective methods for controlling phytopathogenic fungi by the use of the inventive mixtures or compositions, which are applied to the seed, the plant or plant parts, the fruit or the soil in which the plants grow.

[0046] The fact that the mixtures or compositions are well tolerated by plants at the concentrations required for controlling plant diseases allows the treatment of above-ground parts of plants, of propagation stock and seeds, and of the soil. [0047] The mixtures or compositions according to the invention, in combination with good plant tolerance and favourable toxicity to warm-blooded animals and being tolerated well by the environment, are suitable for protecting plants and plant organs, for increasing harvest yields, for improving the quality of the harvested material and for controlling pests, in particular insects, arachnids, helminths, nematodes and molluscs, which are encountered in agriculture, in horticulture, in animal husbandry, in forests, in gardens and leisure facili- ties, in protection of stored products and of materials, and in the hygiene sector. They can be preferably employed as plant protection agents. They are active against normally sensitive and resistant species and against all or some stages of development. The abovementioned pests include: pests from the phylum Arthropoda, especially from the class Arachnida, for example, Acarus spp., Aceria sheldoni, Aculops spp., Aculus spp., Amblyomma spp., Amphitetranychus viennensis, Argas spp., Boophi- lus spp., Brevipalpus spp., Bryobia graminum, Bryobia praetiosa, Centruroides spp., Chorioptes spp., Dermanyssus gallinae, Dermatophagoides pteronyssinus, Dermatophagoides farinae, Dermacentor spp., Eotetranychus spp., Epitrimerus pyri, Eutetranychus spp., Eriophyes spp., Glycyphagus domesticus, Halo- tydeus destructor, Hemitarsonemus spp., Hyalomma spp., Ixodes spp., Latrodectus spp., Loxosceles spp., Metatetranychus spp., Neutrombicula autumnalis, Nuphersa spp., Oligonychus spp., Ornithodorus spp., Ornithonyssus spp., Panonychus spp., Phyllocoptruta oleivora, Polyphagotarsonemus latus, Psoroptes spp., Rhipicephalus spp., Rhizoglyphus spp., Sarcoptes spp., Scorpio maurus, Steneotarsonemus spp., Ste- neotarsonemus spinki, Tarsonemus spp., Tetranychus spp., Trombicula alfreddugesi, Vaejovis spp., Va- sates lycopersici; from the class Chilopoda, for example, Geophilus spp., Scutigera spp.; from the order or the class Collembola, for example, Onychiurus armatus; from the class Diplopoda, for example, Blaniulus guttulatus; from the class Insecta, e.g. from the order Blattodea, for example, Blattella asahinai, Blattella germanica, Blatta orientalis, Leucophaea maderae, Panchlora spp., Parcoblatta spp., Periplaneta spp., Supella longi- palpa; from the order Coleoptera, for example, Acalymma vittatum, Acanthoscelides obtectus, Adoretus spp., Agelastica alni, Agriotes spp., Alphitobius diaperinus, Amphimallon solstitialis, Anobium punctatum, Anoplophora spp., Anthonomus spp., Anthrenus spp., Apion spp., Apogonia spp., Atomaria spp., Attage- nus spp., Bruchidius obtectus, Bruchus spp., Cassida spp., Cerotoma trifurcata, Ceutorrhynchus spp., Chaetocnema spp., Cleonus mendicus, Conoderus spp., Cosmopolites spp., Costelytra zealandica, Ctenic- era spp., Curculio spp., Cryptolestes ferrugineus, Cryptorhynchus lapathi, Cylindrocopturus spp., Der- mestes spp., Diabrotica spp., Dichocrocis spp., Dicladispa armigera, Diloboderus spp., Epilachna spp., Epitrix spp., Faustinus spp., Gibbium psylloides, Gnathocerus cornutus, Hellula undalis, Heteronychus ara- tor, Heteronyx spp., Hylamorpha elegans, Hylotrupes bajulus, Hypera postica, Hypomeces squamosus, Hypothenemus spp., Lachnosterna consanguinea, Lasioderma serricorne, Latheticus oryzae, Lathridius spp., Lema spp., Leptinotarsa decemlineata, Leucoptera spp., Lissorhoptrus oryzophilus, Lixus spp., Lu- perodes spp., Lyctus spp., Megascelis spp., Melanotus spp., Meligethes aeneus, Melolontha spp., Migdolus spp., Monochamus spp., Naupactus xanthographus, Necrobia spp., Niptus hololeucus, Oryctes rhinoceros, Oryzaephilus surinamensis, Oryzaphagus oryzae, Otiorrhynchus spp., Oxycetonia jucunda, Phaedon coch- leariae, Phyllophaga spp., Phyllophaga helleri, Phyllotreta spp., Popillia japonica, Premnotrypes spp., Pro- stephanus truncatus, Psylliodes spp., Ptinus spp., Rhizobius ventralis, Rhizopertha dominica, Sitophilus spp., Sitophilus oryzae, Sphenophorus spp., Stegobium paniceum, Sternechus spp., Symphyletes spp., Tanymecus spp., Tenebrio molitor, Tenebrioides mauretanicus, Tribolium spp., Trogoderma spp., Tychius spp., Xylotrechus spp., Zabrus spp.; from the order Diptera, for example, Aedes spp., Agromyza spp., Anastrepha spp., Anopheles spp., As- phondylia spp., Bactrocera spp., Bibio hortulanus, Calliphora erythrocephala, Calliphora vicina, Ceratitis capitata, Chironomus spp., Chrysomyia spp., Chrysops spp., Chrysozona pluvialis, Cochliomyia spp., Con- tarinia spp., Cordylobia anthropophaga, Cricotopus sylvestris, Culex spp., Culicoides spp., Culiseta spp., Cuterebra spp., Dacus oleae, Dasyneura spp., Delia spp., Dermatobia hominis, Drosophila spp., Echi- nocnemus spp., Fannia spp., Gasterophilus spp., Glossina spp., Haematopota spp., Hydrellia spp., Hydrel- lia griseola, Hylemya spp., Hippobosca spp., Hypoderma spp., Liriomyza spp., Lucilia spp., Lutzomyia spp., Mansonia spp., Musca spp., Oestrus spp., Oscinella frit, Paratanytarsus spp., Paralauterborniella sub- cincta, Pegomyia spp., Phlebotomus spp., Phorbia spp., Phormia spp., Piophila casei, Prodiplosis spp., Psi- la rosae, Rhagoletis spp., Sarcophaga spp., Simulium spp., Stomoxys spp., Tabanus spp., Tetanops spp., Tipula spp.; from the order Heteroptera, for example, Anasa tristis, Antestiopsis spp., Boisea spp., Blissus spp., Caloco- ris spp., Campylomma livida, Cavelerius spp., Cimex spp., Collaria spp., Creontiades dilutus, Dasynus piperis, Dichelops furcatus, Diconocoris hewetti, Dysdercus spp., Euschistus spp., Eurygaster spp., Helio- peltis spp., Horcias nobilellus, Leptocorisa spp., Leptocorisa varicornis, Leptoglossus phyllopus, Lygus spp., Macropes excavatus, Miridae, Monalonion atratum, Nezara spp., Oebalus spp., Pentomidae, Piesma quadrata, Piezodorus spp., Psallus spp., Pseudacysta persea, Rhodnius spp., Sahlbergella singularis, Scap- tocoris castanea, Scotinophora spp., Stephanitis nashi, Tibraca spp., Triatoma spp.; from the order Homoptera, for example, Acizzia acaciaebaileyanae, Acizzia dodonaeae, Acizzia uncatoi- des, Acrida turrita, Acyrthosipon spp., Acrogonia spp., Aeneolamia spp., Agonoscena spp., Aleyrodes pro- letella, Aleurolobus barodensis, Aleurothrixus fioccosus, Allocaridara malayensis, Amrasca spp., Anura- phis cardui, Aonidiella spp., Aphanostigma piri, Aphis spp., Arboridia apicalis, Arytainilla spp., Aspidiella spp., Aspidiotus spp., Atanus spp., Aulacorthum solani, Bemisia tabaci, Blastopsylla occidentalis, Boreio- glycaspis melaleucae, Brachycaudus helichrysi, Brachycolus spp., Brevicoryne brassicae, Cacopsylla spp., Calligypona marginata, Carneocephala fulgida, Ceratovacuna lanigera, Cercopidae, Ceroplastes spp., Chaetosiphon fragaefolii, Chionaspis tegalensis, Chlorita onukii, Chondracris rosea, Chromaphis ju- glandicola, Chrysomphalus ficus, Cicadulina mbila, Coccomytilus halli, Coccus spp., Cryptomyzus ribis, Cryptoneossa spp., Ctenarytaina spp., Dalbulus spp., Dialeurodes citri, Diaphorina citri, Diaspis spp., Dro- sicha spp., Dysaphis spp., Dysmicoccus spp., Empoasca spp., Eriosoma spp., Erythroneura spp., Eucalyp- tolyma spp., Euphyllura spp., Euscelis bilobatus, Ferrisia spp., Geococcus coffeae, Glycaspis spp., Het- eropsylla cubana, Heteropsylla spinulosa, Homalodisca coagulata, Hyalopterus arundinis, Icerya spp., Idi- ocerus spp., Idioscopus spp., Laodelphax striatellus, Lecanium spp., Lepidosaphes spp., Lipaphis erysimi, Macrosiphum spp., Macrosteles facifrons, Mahanarva spp., Melanaphis sacchari, Metcalfiella spp., Metopolophium dirhodum, Monellia costalis, Monelliopsis pecanis, Myzus spp., Nasonovia ribisnigri, Ne- photettix spp., Nettigoniclla spectra, Nilaparvata lugens, Oncometopia spp., Orthezia praelonga, Oxya chinensis, Pachypsylla spp., Parabemisia myricae, Paratrioza spp., Parlatoria spp., Pemphigus spp., Pere- grinus maidis, Phenacoccus spp., Phloeomyzus passerinii, Phorodon humuli, Phylloxera spp., Pinnaspis aspidistrae, Planococcus spp., Prosopidopsylla flava, Protopulvinaria pyriformis, Pseudaulacaspis pentago- na, Pseudococcus spp., Psyllopsis spp., Psylla spp., Pteromalus spp., Pyrilla spp., Quadraspidiotus spp., Quesada gigas, Rastrococcus spp., Rhopalosiphum spp., Saissetia spp., Scaphoideus titanus, Schizaphis graminum, Selenaspidus articulatus, Sogata spp., Sogatella furcifera, Sogatodes spp., Stictocephala festina, Siphoninus phillyreae, Tenalaphara malayensis, Tetragonocephela spp., Tinocallis caryaefoliae, Tomaspis spp., Toxoptera spp., Trialeurodes vaporariorum, Trioza spp., Typhlocyba spp., Unaspis spp., Viteus viti- folii, Zygina spp.; from the order Hymenoptera, for example, Acromyrmex spp., Athalia spp., Atta spp., Diprion spp., Hop- locampa spp., Lasius spp., Monomorium pharaonis, Sirex spp., Solenopsis invicta, Tapinoma spp., Uro- cerus spp., Vespa spp., Xeris spp.; from the order Isopoda, for example, Armadillidium vulgare, Oniscus asellus, Porcellio scaber; from the order Isoptera, for example, Coptotermes spp., Cornitermes cumulans, Cryptotermes spp., In- cisitermes spp., Microtermes obesi, Odontotermes spp., Reticulitermes spp.; from the order Lepidoptera, for example, Achroia grisella, Acronicta major, Adoxophyes spp., Aedia leu- comelas, Agrotis spp., Alabama spp., Amyelois transitella, Anarsia spp., Anticarsia spp., Argyroploce spp., Barathra brassicae, Borbo cinnara, Bucculatrix thurberiella, Bupalus piniarius, Busseola spp., Cacoecia spp., Caloptilia theivora, Capua reticulana, Carpocapsa pomonella, Carposina niponensis, Cheimatobia brumata, Chilo spp., Choristoneura spp., Clysia ambiguella, Cnaphalocerus spp., Cnaphalocrocis medi- nalis, Cnephasia spp., Conopomorpha spp., Conotrachelus spp., Copitarsia spp., Cydia spp., Dalaca noctu- ides, Diaphania spp., Diatraea saccharalis, Earias spp., Ecdytolopha aurantium, Elasmopalpus lignosellus, Eldana saccharina, Ephestia spp., Epinotia spp., Epiphyas postvittana, Etiella spp., Eulia spp., Eupoecilia ambiguella, Euproctis spp., Euxoa spp., Feltia spp., Galleria mellonella, Gracillaria spp., Grapholitha spp., Hedylepta spp., Helicoverpa spp., Heliothis spp., Hofmannophila pseudospretella, Homoeosoma spp., Homona spp., Hyponomeuta padella, Kakivoria flavofasciata, Laphygma spp., Laspeyresia molesta, Leu- cinodes orbonalis, Leucoptera spp., Lithocolletis spp., Lithophane antennata, Lobesia spp., Loxagrotis al- bicosta, Lymantria spp., Lyonetia spp., Malacosoma neustria, Maruca testulalis, Mamstra brassicae, Mela- nitis leda, Mocis spp., Monopis obviella, Mythimna separata, Nemapogon cloacellus, Nymphula spp., Oiketicus spp., Oria spp., Orthaga spp., Ostrinia spp., Oulema oryzae, Panolis flammea, Parnara spp., Pec- tinophora spp., Perileucoptera spp., Phthorimaea spp., Phyllocnistis citrella, Phyllonorycter spp., Pieris spp., Platynota stultana, Plodia interpunctella, Plusia spp., Plutella xylostella, Prays spp., Prodenia spp., Protoparce spp., Pseudaletia spp., Pseudaletia unipuncta, Pseudoplusia includens, Pyrausta nubilalis, Ra- chiplusia nu, Schoenobius spp., Scirpophaga spp., Scirpophaga innotata, Scotia segetum, Sesamia spp., Sesamia inferens, Sparganothis spp., Spodoptera spp., Spodoptera praefica, Stathmopoda spp., Stomopter- yx subsecivella, Synanthedon spp., Tecia solanivora, Thermesia gemmatalis, Tinea cloacella, Tinea pel- lionella, Tineola bisselliella, Tortrix spp., Trichophaga tapetzella, Trichoplusia spp., Tryporyza incertulas, Tuta absoluta, Virachola spp.; from the order Qrthoptera or Saltatoria, for example, Acheta domesticus, Dichroplus spp., Gryllotalpa spp., Hieroglyphus spp., Locusta spp., Melanoplus spp., Schistocerca gregaria; from the order Phthiraptera, for example, Damalinia spp., Haematopinus spp., Linognathus spp., Pediculus spp., Ptirus pubis, Trichodectes spp.; from the order Psocoptera for example Lepinatus spp., Liposcelis spp.; from the order Siphonaptera, for example, Ceratophyllus spp., Ctenocephalides spp., Pulex irritans, Tunga penetrans, Xenopsylla cheopsis; from the order Thysanoptera, for example, Anaphothrips obscurus, Baliothrips biformis, Drepanothrips reuteri, Enneothrips Havens, Frankliniella spp., Heliothrips spp., Hercinothrips femoralis, Rhipiphorothrips cruentatus, Scirtothrips spp., Taeniothrips cardamomi, Thrips spp.; from the order Zygentoma (=Thysanura), for example, Ctenolepisma spp., Lepisma saccharina, Le- pismodes inquilinus, Thermobia domestica; from the class Symphyla, for example, Scutigerella spp.; pests from the phylum MoUusca, especially from the class Bivalvia, for example, Dreissena spp., and from the class Gastropoda, for example, Arion spp., Biomphalaria spp., Bulinus spp., Deroceras spp., Galba spp., Lymnaea spp., Oncomelania spp., Pomacea spp., Succinea spp.; animal pests from the phylums Plathelminthes and Nematoda, for example, Ancylostoma duodenale, An- cylostoma ceylanicum, Acylostoma braziliensis, Ancylostoma spp., Ascaris spp., Brugia malayi, Brugia timori, Bunostomum spp., Chabertia spp., Clonorchis spp., Cooperia spp., Dicrocoelium spp., Dictyocau- lus filaria, Diphyllobothrium latum, Dracunculus medinensis, Echinococcus granulosus, Echinococcus multilocularis, Enterobius vermicularis, Faciola spp., Haemonchus spp., Heterakis spp., Hymenolepis nana, Hyostrongulus spp., Loa Loa, Nematodirus spp., Oesophagostomum spp., Opisthorchis spp., Oncho- cerca volvulus, Ostertagia spp., Paragonimus spp., Schistosomen spp., Strongyloides fuelleborni, Strongy- loides stercoralis, Stronyloides spp., Taenia saginata, Taenia solium, Trichinella spiralis, Trichinella nativa, Trichinella britovi, Trichinella nelsoni, Trichinella pseudopsiralis, Trichostrongulus spp., Trichuris trichu- ria, Wuchereria bancrofti; phytoparasitic pests from the phylum Nematoda, for example, Aphelenchoides spp., Bursaphelenchus spp., Ditylenchus spp., Globodera spp., Heterodera spp., Longidorus spp., Meloidogyne spp., Pratylenchus spp., Radopholus spp., Trichodorus spp., Tylenchulus spp., Xiphinema spp., Helicotylenchus spp., Tylencho- rhynchus spp., Scutellonema spp., Paratrichodorus spp., Meloinema spp., Paraphelenchus spp., Aglenchus spp., Belonolaimus spp., Nacobbus spp., Rotylenchulus spp., Rotylenchus spp., Neotylenchus spp., Paraphelenchus spp., Dolichodorus spp., Hoplolaimus spp., Punctodera spp., Criconemella spp., Quinisulcius spp., Hemicycliophora spp., Anguina spp., Subanguina spp., Hemicriconemoides spp., Psilenchus spp., Pseudohalenchus spp., Criconemoides spp., Cacopaurus spp.

[0048] It is furthermore possible to control organisms from the subphylum Protozoa, especially from the order Coccidia, such as Eimeria spp.

[0049] The mixtures or compositions according to the invention,are particular suitable for controlling pests infecting soybean like Acrosternum hilare, Agrotis ipsilon, Calomycterus setarius, Ceratoma trifurcata, Co- laspis brunnea, Colaspis crinnicornis, Cyclocephala lurida, Dectes texanus, Delia platura, Epicauta funebris, Epicauta pennsylvanica, Epicauta spp., Epicauta vittata, Euschistus spp., Feltia ducens, Halticus bractatus, Hypena scabra, Melanoplus bivitatus, Melanoplus differentialis, Melanoplus femurrubrum, Odontota horni, Papaipema nebris, Peridroma saucia, Phyllophaga congrua, Phyllophaga implicita, Phyllophaga rugosa, Pop- illia japonica, Pseudoplusia includens, Spodoptera ornithogalli, Strigoderma arboricola, Tetranychus urticae, Vanessa cardui.

[0050] The mixtures or compositions according to the invention can also be used in the control of vectors. In the sense of the present invention, a vector is an arthropod, in particular an insect or arachnid, capable of transferring pathogens such as, for example, viruses, worms, single-cell organisms and bacteria from a reservoir (plant, animal, human, etc.) to a host. The pathogens may either be transferred mechanically onto a host (for example trachoma by non-biting flies) or transferred by injection into a host (for example malaria parasites by mosquitoes).

[0051] Examples of vectors and the diseases or pathogens transferred by them are:

1) mosquitoes

- Anopheles: malaria, filariasis;

- Culex: Japanese encephalitis, filariasis, other viral diseases, transfer of worms;

- Aedes: yellow fever, Dengue fever, filariasis, other viral diseases;

Simuliidae: transfer of worms, in particular Onchocerca volvulus;

2) Lice: skin infections, epidemic typhus;

3) Fleas: plague, murine typhus; 4) Flies: sleeping sickness (trypanosomiasis); cholera, other bacterial diseases; 5) Mites: Acariose, epidemic typhus, Rickettsialpox, Tularamia, Saint-Louis encephalitis, tick- borne encephalitis (TBE), Krim-Kongo haematologic fever, epidemic typhus, borreliosis;

6) Ticks: Borelliosis such as Borrelia duttoni, tick-borne encephalitis, Q fever (Coxiella burnetii), babesiosis (Babesia canis canis). [0052] Examples of vectors in the sense of the present invention are insects such as aphids, flies, leaf hoppers or thrips, capable of transferring plant viruses to plants. Further vectors capable of transferring plant viruses are spider mites, lice, beetles and nematodes.

[0053] Further examples of vectors in the sense of the present invention are insects and arachnids such as mosquitoes, in particular of the genera Aedes, Anopheles, for example A. gambiae, A. arabiensis, A. funestus, A. dirus (Malaria), and Culex, lice, fleas, flies, mites and ticks capable of transferring pathogens to animals and/or humans.

[0054] A control of vectors is also possible with resistance-breaking compounds/compositions.

[0055] Mixtures or compositions of the present invention are suitable for use in the prevention of diseases or of pathogens transferred by vectors. Thus, a further aspect of the present invention is the use of compounds according to the invention for controlling vectors, e.g., in agriculture, in horticulture, in forests, in gardens and leisure facilities as well as in the protection of stored products and materials.

Plants

[0056] According to the invention all plants and plant parts can be treated. By plants is meant all plants and plant populations such as desirable and undesirable wild plants, cultivars and plant varieties (whether or not protectable by plant variety or plant breeder's rights). Cultivars and plant varieties can be plants obtained by conventional propagation and breeding methods which can be assisted or supplemented by one or more bio- technological methods such as by use of double haploids, protoplast fusion, random and directed mutagenesis, molecular or genetic markers or by bioengineering and genetic engineering methods. By plant parts is meant all above ground and below ground parts and organs of plants such as shoot, leaf, blossom and root, whereby for example leaves, needles, stems, branches, blossoms, fruiting bodies, fruits and seed as well as roots, conns and rhizomes are listed. Crops and vegetative and generative propagating material, for example cuttings, corms, rhizomes, runners and seeds also belong to plant parts.

[0057] The inventive mixtures or compositions s, when they are well tolerated by plants, have favourable homeotherm toxicity and are well tolerated by the environment, are suitable for protecting plants and plant organs, for enhancing harvest yields, for improving the quality of the harvested material. They can preferably be used as crop protection compositions. They are active against normally sensitive and resistant species and against all or some stages of development. [0058] Plants which can be treated in accordance with the invention include the following main crop plants: maize, soya bean, alfalfa, cotton, sunflower, Brassica oil seeds such as Brassica napus (e.g. canola, rape- seed), Brassica rapa, B. juncea (e.g. (field) mustard) and Brassica carinata, Arecaceae sp. (e.g. oilpalm, coconut), rice, wheat, sugar beet, sugar cane, oats, rye, barley, millet and sorghum, triticale, flax, nuts, grapes and vine and various fruit and vegetables from various botanic taxa, e.g. Rosaceae sp. (e.g. pome fruits such as apples and pears, but also stone fruits such as apricots, cherries, almonds, plums and peaches, and berry fruits such as strawberries, raspberries, red and black currant and gooseberry), Ribesioidae sp., Juglandaceae sp., Betulaceae sp., Anacardiaceae sp., Fagaceae sp., Moraceae sp., Oleaceae sp. (e.g. olive tree), Ac- tinidaceae sp., Lauraceae sp. (e.g. avocado, cinnamon, camphor), Musaceae sp. (e.g. banana trees and plan- tations), Rubiaceae sp. (e.g. coffee), Theaceae sp. (e.g. tea), Sterculiceae sp., Rutaceae sp. (e.g. lemons, oranges, mandarins and grapefruit); Solanaceae sp. (e.g. tomatoes, potatoes, peppers, capsicum, aubergines, tobacco), Liliaceae sp., Compositae sp. (e.g. lettuce, artichokes and chicory - including root chicory, endive or common chicory), Umbelliferae sp. (e.g. carrots, parsley, celery and celeriac), Cucurbitaceae sp. (e.g. cucumbers - including gherkins, pumpkins, watermelons, calabashes and melons), Alliaceae sp. (e.g. leeks and onions), Cruciferae sp. (e.g. white cabbage, red cabbage, broccoli, cauliflower, Brussels sprouts, pak choi, kohlrabi, radishes, horseradish, cress and Chinese cabbage), Leguminosae sp. (e.g. peanuts, peas, lentils and beans - e.g. common beans and broad beans), Chenopodiaceae sp. (e.g. Swiss chard, fodder beet, spinach, beetroot), Lin ceae sp. (e.g. hemp), Cannabeacea sp. (e.g. cannabis), Malvaceae sp. (e.g. okra, cocoa), Pa- paveraceae (e.g. poppy), Asparagaceae (e.g. asparagus); useful plants and ornamental plants in the garden and woods including turf, lawn, grass and Stevia rebaudiana; and in each case genetically modified types of these plants.

[0059] Soybeans are particularly preferred plants.

[0060] In particular, the mixtures and compositions according to the invention are suitable for controlling the following plant diseases: Albugo spp. (white rust) on ornamental plants, vegetable crops (e.g. A. Candida) and sunflowers (e.g. A. tragopogonis); Alternaria spp. (black spot disease, black blotch) on vegetables, oilseed rape (e.g. A. bras- sicola or A. brassicae), sugar beet (e.g. A. tenuis), fruit, rice, soybeans and also on potatoes (e.g. A. solani or A. alternata) and tomatoes (e.g. A. solani or A. alternata) and Alternaria spp. (black head) on wheat; Aphanomyces spp. on sugar beet and vegetables; Ascochyta spp. on cereals and vegetables, e.g. A. tritici (Ascochyta leaf blight) on wheat and A. hordei on barley; Bipolaris and Drechslera spp. (teleomorph: Cochliobolus spp.), e.g. leaf spot diseases {D. maydis and B. zeicola) on corn, e.g. glume blotch (B. soro- kiniana) on cereals and e.g. B. oryzae on rice and on lawn; Blumeria (old name: Erysiphe) graminis (powdery mildew) on cereals (e.g. wheat or barley); Botryosphaeria spp. ('Slack Dead Arm Disease') on grapevines (e.g. B. obtusa); Botrytis cinerea (teleomorph: Botryotinia fuckeliana: gray mold, gray rot) on soft fruit and pomaceous fruit (inter alia strawberries), vegetables (inter alia lettuce, carrots, celeriac and cabbage), oilseed rape, flowers, grapevines, forest crops and wheat (ear mold); Bremia lactucae (downy mil- dew) on lettuce; Ceratocystis (syn. Ophiostoma) spp. (blue stain fungus) on deciduous trees and coniferous trees, e.g. C. ulmi (Dutch elm disease) on elms; Cercospora spp. (Cereospora leat spot) on corn (e.g. C. ze- ae-maydis), rice, sugar beet (e.g. C. beticola), sugar cane, vegetables, coffee, soybeans (e.g. C. sojina or C. kikuchil) and rice; Cladosporium spp. on tomato (e.g. C. fulvum: tomato leaf mold) and cereals, e.g. C. herbarum (ear rot) on wheat; Claviceps purpurea (ergot) on cereals; Cochliobolus (anamorph: Helmin- thosporium or Bipolaris) spp. (leaf spot) on corn (e.g. C. carbonum), cereals (e.g. C. sativus, anamorph: B. sorokiniana: glume blotch) and rice (tor example C. miyabeanus, anamorph: H. oryzae); Colleto- fric½m(teleomorph: Glomerella) spp. (anthracnosis) on cotton (e.g. C. gossypii), corn (e.g. C. graminico- la: stem rot and anthracnosis), soft fruit, potatoes (e.g. C. coccodes: wilt disease), beans (e.g. C. lindemu- thianum) and soybeans (e.g. C. truncatum); Corticium spp., e.g. C. sasakii (sheath blight) on rice; Corynespora cassiicola (leaf spot) on soybeans and ornamental plants; Cycloconium spp., e.g. C. oleagi- num on olives; Cylindrocarpon spp. (e.g. fruit tree cancer or black foot disease of grapevine, teleomorph: Nectria or Neonectria spp.) on fruit trees, grapevines (e.g. C. liriodendn; teleomorph: Neonectria lirioden- dri, black foot disease) and many ornamental trees; Dematophora (teleomorph: Rosellinia) necatrix (root/stem rot) on soybeans; Diaporthe spp. e.g. D. phaseolorum (stem disease) on soybeans; Drechslera (syn. Helminthosporium, teleomorph: Pyrenophora) spp. on corn, cereals, such as barley (e.g. D. teres, net blotch) and on wheat (e.g. D. tritici-repentis: DTR leaf spot), rice and lawn; Esca disease (dieback of grapevine, apoplexia) on grapevines, caused by Formitiporia (syn. Phellinus) punctata, F mediterranea. Phaeomoniella chlamydospora (old name Phaeoacremonium chlamydosporum), Phaeoacremonium aleo- philum and/or Botryosphaeria obtusa; Elsinoe spp. on pome fruit (E. pyri) and soft fruit (E. veneta: anthracnosis) and also grapevines (E. ampelina: anthracnosis); Entyloma oryzae (leaf smut) on rice; Epicoc- cum spp. (black head) on wheat; Erysiphe spp. (powdery mildew) on sugar beet (E. betae), vegetables (e.g. E. pisi), such as cucumber species (e.g. E. cichoracearum) and cabbage species, such as oilseed rape (e.g. E. cruciferarum); Eutypa fata (Eutypa cancer or dieback, anamorph: Cytosporina lata, syn. Libertella blepharis) on fruit trees, grapevines and many ornamental trees; Exserohilum (syn. Helminthosporium) spp. on corn (e.g. E. turcicum); Fusarium (teleomorph: Gibberella) spp. (wilt disease, root and stem rot) on various plants, such as e.g. F. graminearum or F. culmorum (root rot and silver-top) on cereals (e.g. wheat or barley), F. oxysporum on tomatoes, F. solani on soybeans and F. verticillioides on corn; Gaeumannomyces graminis (takeall) on cereals (e.g. wheat or barley) and corn; Gibberella spp. on cereals (e.g. G zeae) and rice (e.g. G.fujikuroi: bakanae disease); Glomerella cingulata on grapevines, pomaceous fruit and other plants and G, gossypii on cotton; grainstaining complex on rice; Guignardia bidwellii (black rot) on grapevines; Gymnosporangium spp. on Rosaceae and juniper, e.g. G. sabinae (pear rust) on pears; Helminthosporium spp. (syn. Drechslera, teleomorph: Cochliobolus) on corn, cereals and rice; Hemileia spp., e.g. H vastatrix (coffee leaf rust) on coffee; Isariopsis clavispora (syn. Cladosporium vitis) on grapevines; Macrophomina phaseolina (syn. phaseoli) (root stem rot) on soybeans and cotton; Micro- dochium (syn. Fusarium) nivale (pink snow mold) on cereals (e.g. wheat or barley); Microsphaera diffusa (powdery mildew) on soybeans; Monilinia spp., e.g. M. laxa. M.fructicola and M. fructigena (blossom and twig blight) on stone fruit and other Rosaceae; Mycosphaerella spp. on cereals, bananas, soft fruit and pea- nuts, such as e.g. M. graminicola (anamorph: Septoria tritici, Septoria leaf blotch) on wheat or M. fijiensis (Sigatoka disease) on bananas; Peronospora spp. (downy mildew) on cabbage (e.g. P. brassicae), oilseed rape (e.g. P. parasitica), bulbous plants (e.g. P. destructor), tobacco (P. tabacina) and soybeans (e.g. P. manshurica); Phakopsora pachyrhizi and P. meibomiae (soybean rust) on soybeans; Phialophora spp. e.g. on grapevines (e.g. P. tracheiphila and P. tetraspora) and soybeans (e.g. P. gregata: stem disease); Phoma lingam (root and stem rot) on oilseed rape and cabbage and P. betae (leaf spot) on sugar beet; Phomopsis spp. on sunflowers, grapevines (e.g. P. viticola: dead-arm disease) and soybeans (e.g. stem canker/stem blight: P. phaseoli, teleomorph: Diaporthe phaseolorum); Physoderma maydis (brown spot) on corn; Phy- tophthora spp. (wilt disease, root, leaf, stem and fruit rot) on various plants, such as on bell peppers and cucumber species (e.g. P. capsici), soybeans (e.g. P. megasperm , syn. P. sojae), potatoes and tomatoes (e.g. P. infestans. late blight and brown rot) and deciduous trees (e.g. P. ramorum sudden oak death); Plasmodiophora brassicae (club-root) on cabbage, oilseed rape, radish and other plants; Plasmopara spp., e.g. P. viticola (peronospora of grapevines, downy mildew) on grapevines and P. halstedii on sunflowers; Podosphaera spp. (powdery mildew) on Rosaceae, hops, pomaceaus fruit and soft fruit, e.g. P. leucotricha on apple; Polymyxa spp., e.g. on cereals, such as barley and wheat (P. graminis) and sugar beet (P. betae) and the viral diseases transmitted thereby; Pseudocercosporella herpotrichoides (eyespot/stem break, teleomorph: Tapesia yallundae) on cereals, e.g. wheat or barley; Pseudoperonospora (downy mildew) on various plants, e.g. P. cubensis on cucumber species or P. humili on hops; Pseudopezicula tracheiphila (angular leaf scorch, anamorph Phialophora) on grapevines; Puccinia spp. (rust disease) on various plants, e.g. P. triticina (brown rust of wheat), P. striiformis (yellow rust). P. hordei (dwarf leaf rust), P. graminis (black rust) or P. recondita (brown rust of rye) on cereals, such as e.g. wheat, barley or rye. P. kuehnii on sugar cane and, e.g., on asparagus (e.g. P. asparagi); Pyrenophora (anamorph: Drechslera) tritici-repentis (speckled leaf blotch) on wheat or P. teres (net blotch) on barley; Pyricularia spp., e.g. P. oryzae (teleomorph: Magnaporthe grisea. rice blast) on rice and P. grisea on lawn and cereals; Pythium spp. (damping- off disease) on lawn, rice, corn, wheat, cotton, oilseed rape, sunflowers, sugar beet, vegetables and other plants (e.g. P. ultimum or P. aphanidermatum); Ramularia spp., e.g. R. collo-cygni(Ramularia leaf and lawn spot/physiological leaf spot) on barley and R. beticola on sugar beet; Rhizoctonia spp. on cotton, rice, potatoes, lawn, corn, oilseed rape, potatoes, sugar beet, vegetables and on various other plants, for example R. solani (root and stern rot) on soybeans, R. solani (sheath blight) on rice or R. cerealis (sharp eyespot) on wheat or barley; Rhizopus stolonifer (soft rot) on strawberries, carrots, cabbage, grapevines and tomato; Rhynchosporium secalis (leaf spot) on barley, rye and triticale; Sarocladium oryzae and S. attenuatum (sheath rot) on rice; Sclerotinia spp. (stem or white rot) on vegetable and field crops, such as oilseed rape, sunflowers (e.g. Sclerotinia sclerotiorum) and soybeans (e.g. S. rolfsii),- Septoria spp. on various plants, e.g. S. glycines (leaf spot) on soybeans, S. tritici (Septoria leaf blotch) on wheat and S. (syn. Stagonospora) nodorum (leaf blotch and glume blotch) on cereals; Uncinula (syn. Erysiphe) necator (powdery mildew, anamorph: Oidium tuckeri) on grapevines; Setospaeria spp. (leaf spot) on corn (e.g. S. turcicum, syn. Hel- minthosporium turcicum) and lawn; Sphacelotheca spp. (head smut) on corn, (e.g. S. reiliana: kernel smut), millet and sugar cane; Sphaerotheca fuliginea (powdery mildew) on cucumber species; Spongospo- ra subterranea (powdery scab) on potatoes and the viral diseases transmitted thereby; Stagonospora spp. on cereals, e.g. S. nodorum (leaf blotch and glume blotch, teleomorph: Leptosphaeria [syn. Phaeo- sphaeria] nodorum) on wheat; Synchytrium endobioticum on potatoes (potato wart disease); Taphrina spp., e.g. T. deformans (curly-leaf disease) on peach and T. pruni (plum-pocket disease) on pi urns; Thielaviop- sis spp. (black root rot) on tobacco, pome fruit, vegetable crops, soybeans and cotton, e.g. T. basicola (syn. Chalara elegans); Tilletia spp. (bunt or stinking smut) on cereals, such as e.g. T. tritici (syn. T. caries, wheat bunt) and T. controversa (dwarf bunt) on wheat; Typhula incarnata (gray snow mold) on barley or wheat; Urocystis spp., e.g. U. occulta (flag smut) on rye; Uromyces spp. (rust) on vegetable plants, such as beans (e.g. U. appendiculatus, syn. U. phaseoll) and sugar beet (e.g. U. betae); Ustilago spp. (loose smut) on cereals (e.g. U. nuda and U. avaenae), corn (e.g. U. maydis: corn smut) and sugar cane; Venturia spp. (scab) on apples (e.g. V. inaequalis) and pears and Verticillium spp. (leaf and shoot wilt) on various plants, such as fruit trees and ornamental trees, grapevines, soft fruit, vegetable and field crops, such as e.g. V. dahliae on strawberries, oilseed rape, potatoes and tomatoes.

[0061] The mixtures and compositions according to the present inventions are in particular preferred for controlling the following plant diseases: Soybean diseases: Cercospora kikuchii, Elsinoe glycines, Diaporthe phaseolorum var. sojae, Septaria glycines, Cercospora sojina, Phakopsora pachyrhizi, Phytophthora sojae, Rhizoctonia solani, Corynespora casiicola, and Sclerotinia sclerotiorum.

Plant Growth Regulation

[0062] In some cases, the inventive mixtures or compositions can, at particular concentrations or application rates, also be used as herbicides, safeners, growth regulators or agents to improve plant properties, or as mi- crobicides, for example as fungicides, antimycotics, bactericides, viricides (including compositions against viroids) or as compositions against MLO (Mycoplasma-like organisms) and RLO (Rickettsia-like organisms). The active ingredients of the inventive mixture or composition intervene in the metabolism of the plants and can therefore also be used as growth regulators. [0063] Plant growth regulators may exert various effects on plants. The effect of the substances depends essentially on the time of application in relation to the developmental stage of the plant, and also on the amounts of active ingredient applied to the plants or their environment and on the type of application. In each case, growth regulators should have a particular desired effect on the crop plants.

[0064] Plant growth-regulating compounds can be used, for example, to inhibit the vegetative growth of the plants. Such inhibition of growth is of economic interest, for example, in the case of grasses, since it is thus possible to reduce the frequency of grass cutting in ornamental gardens, parks and sport facilities, on roadsides, at airports or in fruit crops. Also of significance is the inhibition of the growth of herbaceous and woody plants on roadsides and in the vicinity of pipelines or overhead cables, or quite generally in areas where vigorous plant growth is unwanted. [0065] Also important is the use of growth regulators for inhibition of the longitudinal growth of cereal. This reduces or completely eliminates the risk of lodging of the plants prior to harvest. In addition, growth regulators in the case of cereals can strengthen the culm, which also counteracts lodging. The employment of growth regulators for shortening and strengthening culms allows the deployment of higher fertilizer volumes to increase the yield, without any risk of lodging of the cereal crop.

[0066] In many crop plants, inhibition of vegetative growth allows denser planting, and it is thus possible to achieve higher yields based on the soil surface. Another advantage of the smaller plants obtained in this way is that the crop is easier to cultivate and harvest.

[0067] Inhibition of the vegetative plant growth may also lead to enhanced yields because the nutrients and assimilates are of more benefit to flower and fruit formation than to the vegetative parts of the plants.

[0068] Frequently, growth regulators can also be used to promote vegetative growth. This is of great benefit when harvesting the vegetative plant parts. However, promoting vegetative growth may also promote generative growth in that more assimilates are formed, resulting in more or larger fruits.

[0069] In some cases, yield increases may be achieved by manipulating the metabolism of the plant, without any detectable changes in vegetative growth. In addition, growth regulators can be used to alter the composition of the plants, which in turn may result in an improvement in quality of the harvested products. For example, it is possible to increase the sugar content in sugar beet, sugar cane, pineapples and in citrus fruit, or to increase the protein content in soya or cereals. It is also possible, for example, to use growth regulators to inhibit the degradation of desirable ingredients, for example sugar in sugar beet or sugar cane, before or after harvest. It is also possible to positively influence the production or the elimination of secondary plant ingredients. One example is the stimulation of the flow of latex in rubber trees.

[0070] Under the influence of growth regulators, parthenocarpic fruits may be formed. In addition, it is possible to influence the sex of the flowers. It is also possible to produce sterile pollen, which is of great importance in the breeding and production of hybrid seed. [0071] Use of growth regulators can control the branching of the plants. On the one hand, by breaking apical dominance, it is possible to promote the development of side shoots, which may be highly desirable particularly in the cultivation of ornamental plants, also in combination with an inhibition of growth. On the other hand, however, it is also possible to inhibit the growth of the side shoots. This effect is of particular interest, for example, in the cultivation of tobacco or in the cultivation of tomatoes. [0072] Under the influence of growth regulators, the amount of leaves on the plants can be controlled such that defoliation of the plants is achieved at a desired time. Such defoliation plays a major role in the mechanical harvesting of cotton, but is also of interest for facilitating harvesting in other crops, for example in viticul- ture. Defoliation of the plants can also be undertaken to lower the transpiration of the plants before they are transplanted.

[0073] Growth regulators can likewise be used to regulate fruit dehiscence. On the one hand, it is possible to prevent premature fruit dehiscence. On the other hand, it is also possible to promote fruit dehiscence or even flower abortion to achieve a desired mass ("thinning"), in order to eliminate alternation. Alternation is understood to mean the characteristic of some fruit species, for endogenous reasons, to deliver very different yields from year to year. Finally, it is possible to use growth regulators at the time of harvest to reduce the forces required to detach the fruits, in order to allow mechanical harvesting or to facilitate manual harvesting.

[0074] Growth regulators can also be used to achieve faster or else delayed ripening of the harvested materi- al before or after harvest. This is particularly advantageous as it allows optimal adjustment to the requirements of the market. Moreover, growth regulators in some cases can improve the fruit colour. In addition, growth regulators can also be used to concentrate maturation within a certain period of time. This establishes the prerequisites for complete mechanical or manual harvesting in a single operation, for example in the case of tobacco, tomatoes or coffee. [0075] By using growth regulators, it is additionally possible to influence the resting of seed or buds of the plants, such that plants such as pineapple or ornamental plants in nurseries, for example, germinate, sprout or flower at a time when they are normally not inclined to do so. In areas where there is a risk of frost, it may be desirable to delay budding or germination of seeds with the aid of growth regulators, in order to avoid damage resulting from late frosts. [0076] Finally, growth regulators can induce resistance of the plants to frost, drought or high salinity of the soil. This allows the cultivation of plants in regions which are normally unsuitable for this purpose.

Resistance Induction / Plant Health and other effects

[0077] The mixtures or compositions according to the invention also exhibit a potent strengthening effect in plants. Accordingly, they can be used for mobilizing the defences of the plant against attack by undesirable microorganisms.

[0078] Plant-strengthening (resistance-inducing) substances are to be understood as meaning, in the present context, those substances which are capable of stimulating the defence system of plants in such a way that the treated plants, when subsequently inoculated with undesirable microorganisms, develop a high degree of resistance to these microorganisms. [0079] The Compound of formula (I) and the compositions according to the invention are also suitable for increasing the yield of crops. In addition, they show reduced toxicity and are well tolerated by plants.

[0080] Further, in context with the present invention plant physiology effects comprise the following: [0081] Abiotic stress tolerance, comprising temperature tolerance, drought tolerance and recovery after drought stress, water use efficiency (correlating to reduced water consumption), flood tolerance, ozone stress and UV tolerance, tolerance towards chemicals like heavy metals, salts, pesticides (safener) etc..

[0082] Biotic stress tolerance, comprising increased fungal resistance and increased resistance against nema- todes, viruses and bacteria. In context with the present invention, biotic stress tolerance preferably comprises increased fungal resistance and increased resistance against nematodes

[0083] Increased plant vigor, comprising plant health / plant quality and seed vigor, reduced stand failure, improved appearance, increased recovery, improved greening effect and improved photosynthetic efficiency.

[0084] Effects on plant hormones and/or functional enzymes. [0085] Effects on growth regulators (promoters), comprising earlier germination, better emergence, more developed root system and/or improved root growth, increased ability of tillering, more productive tillers, earlier flowering, increased plant height and/or biomass, shorting of stems, improvements in shoot growth, number of kernels/ear, number of ears/m², number of stolons and/or number of flowers, enhanced harvest index, bigger leaves, less dead basal leaves, improved phyllotaxy, earlier maturation / earlier fruit finish, ho- mogenous riping, increased duration of grain filling, better fruit finish, bigger fruit/vegetable size, sprouting resistance and reduced lodging.

[0086] Increased yield, referring to total biomass per hectare, yield per hectare, kernel/fruit weight, seed size and/or hectolitre weight as well as to increased product quality, comprising: improved processability relating to size distribution (kernel, fruit, etc.), homogenous riping, grain moisture, better milling, better vinification, better brewing, increased juice yield, harvestability, digestibility, sedimentation value, falling number, pod stability, storage stability, improved fiber length/strength/uniformity, increase of milk and/or meet quality of silage fed animals, adaption to cooking and frying; further comprising improved marketability relating to improved fruit/grain quality, size distribution (kernel, fruit, etc.), increased storage / shelf-life, firmness / softness, taste (aroma, texture, etc.), grade (size, shape, number of berries, etc.), number of berries/fruits per bunch, crispness, freshness, coverage with wax, frequency of physiological disorders, colour, etc.; further comprising increased desired ingredients such as e.g. protein content, fatty acids, oil content, oil quality, aminoacid composition, sugar content, acid content (pH), sugar/acid ratio (Brix), polyphenols, starch content, nutritional quality, gluten content/index, energy content, taste, etc.; and further comprising decreased undesired ingredients such as e.g. less mycotoxines, less aflatoxines, ge- osmin level, phenolic aromas, lacchase, polyphenol oxidases and peroxidases, nitrate content etc. [0087] Sustainable agriculture, comprising nutrient use efficiency, especially nitrogen (N)-use efficiency, phosphours (P)-use efficiency, water use efficiency, improved transpiration, respiration and/or CO₂ assimilation rate, better nodulation, improved Ca-metabolismetc.

[0088] Delayed senescence, comprising improvement of plant physiology which is manifested, for example, in a longer grain filling phase, leading to higher yield, a longer duration of green leaf colouration of the plant and thus comprising colour (greening), water content, dryness etc.. Accordingly, in the context of the present invention, it has been found that the specific inventive application of the active compound combination makes it possible to prolong the green leaf area duration, which delays the maturation (senescence) of the plant. The main advantage to the farmer is a longer grain filling phase leading to higher yield. There is also an advantage to the farmer on the basis of greater flexibility in the harvesting time.

[0089] Therein "sedimentation value" is a measure for protein quality and describes according to Zeleny (Zeleny value) the degree of sedimentation of flour suspended in a lactic acid solution during a standard time interval. This is taken as a measure of the baking quality. Swelling of the gluten fraction of flour in lactic acid solution affects the rate of sedimentation of a flour suspension. Both a higher gluten content and a better glu- ten quality give rise to slower sedimentation and higher Zeleny test values. The sedimentation value of flour depends on the wheat protein composition and is mostly correlated to the protein content, the wheat hardness, and the volume of pan and hearth loaves. A stronger correlation between loaf volume and Zeleny sedimentation volume compared to SDS sedimentation volume could be due to the protein content influencing both the volume and Zeleny value ( Czech J. Food Sci. Vol. 21, No. 3: 91-96, 2000). [0090] Further the "falling number" as mentioned herein is a measure for the baking quality of cereals, especially of wheat. The falling number test indicates that sprout damage may have occurred. It means that changes to the physical properties of the starch portion of the wheat kernel has already happened. Therein, the falling number instrument analyzes viscosity by measuring the resistance of a flour and water paste to a falling plunger. The time (in seconds) for this to happen is known as the falling number. The falling number re- suits are recorded as an index of enzyme activity in a wheat or flour sample and results are expressed in time as seconds. A high falling number (for example, above 300 seconds) indicates minimal enzyme activity and sound quality wheat or flour. A low falling number (for example, below 250 seconds) indicates substantial enzyme activity and sprout-damaged wheat or flour.

[0091] The term "more developed root system" / "improved root growth" refers to longer root system, deeper root growth, faster root growth, higher root dry/fresh weight, higher root volume, larger root surface area, bigger root diameter, higher root stability, more root branching, higher number of root hairs, and/or more root tips and can be measured by analyzing the root architecture with suitable methodologies and Image analysis programmes (e.g. WinRhizo).

[0092] The term "crop water use efficiency" refers technically to the mass of agriculture produce per unit water consumed and economically to the value of product(s) produced per unit water volume consumed and can e.g. be measured in terms of yield per ha, biomass of the plants, thousand-kernel mass, and the number of ears per m2.

[0093] The term "nitrogen-use efficiency" refers technically to the mass of agriculture produce per unit nitrogen consumed and economically to the value of product(s) produced per unit nitrogen consumed, reflect- ing uptake and utilization efficiency.

[0094] Improvement in greening / improved colour and improved photosynthetic efficiency as well as the delay of senescence can be measured with well-known techniques such as a HandyPea system (Hansatech). Fv/Fm is a parameter widely used to indicate the maximum quantum efficiency of photosystem II (PSII). This parameter is widely considered to be a selective indication of plant photosynthetic performance with healthy samples typically achieving a maximum Fv/Fm value of approx. 0.85. Values lower than this will be observed if a sample has been exposed to some type of biotic or abiotic stress factor which has reduced the capacity for photochemical quenching of energy within PSII. Fv/Fm is presented as a ratio of variable fluorescence (Fv) over the maximum fluorescence value (Fm). The Performance Index is essentially an indicator of sample vitality. (See e.g. Advanced Techniques in Soil Microbiology, 2007, 11, 319-341; Applied Soil Ecology, 2000, 75, 169-182.)

[0095] The improvement in greening / improved colour and improved photosynthetic efficiency as well as the delay of senescence can also be assessed by measurement of the net photosynthetic rate (Pn), measurement of the chlorophyll content, e.g. by the pigment extraction method of Ziegler and Ehle, measurement of the photochemical efficiency (Fv/Fm ratio), determination of shoot growth and final root and/or canopy bio- mass, determination of tiller density as well as of root mortality.

[0096] Within the context of the present invention preference is given to improving plant physiology effects which are selected from the group comprising: enhanced root growth / more developed root system, improved greening, improved water use efficiency (correlating to reduced water consumption), improved nutrient use efficiency, comprising especially improved nitrogen (N)-use efficiency, delayed senescence and en- hanced yield.

[0097] Within the enhancement of yield preference is given as to an improvement in the sedimentation value and the falling number as well as to the improvement of the protein and sugar content - especially with plants selected from the group of cereals (preferably wheat).

[0098] Preferably the novel use of the fungicidal mixtures or compositions of the present invention relates to a combined use of a) preventively and/or curatively controlling pathogenic fungi, with or without resistance management, and b) at least one of enhanced root growth, improved greening, improved water use efficiency, delayed senescence and enhanced yield. From group b) enhancement of root system, water use efficiency and N-use efficiency is particularly preferred. Seed Treatment

A great deal of the damage on cultigens caused by pests occurs by the infestation of seed during storage and after application of the seed to the earth as well as during and immediately after germination of the plants. This phase is particularly critical since the roots and the shoots are especially sensitive, and even slight damage can lead to death of the plant. There is therefore considerable interest in protecting the seed and the germinating plants by the use of suitable agents.

The control of animal pests by treating the seed of plants has been known for a long time and is the subject of continuous improvements. However, the treatment of seed entails a series of problems which cannot always be solved in a satisfactory manner. Thus, it is desirable to develop methods for protecting the seed and the germinating plant which dispense with, or at least reduce considerably, the additional application of pesticides during storage, after sowing or after emergence of the plants. It is furthermore desirable to optimize the amount of active compound employed in such a way as to provide optimum protection for the seed and the germinating plant from attack by animal pests, but without damaging the plant itself by the active compound employed. In particular, methods for the treatment of seed should also take into consideration the intrinsic insecticidal or nematicidal properties of pest-resistant or - tolerant transgenic plants in order to achieve optimum protection of the seed and also the germinating plant with a minimum of pesticides being employed.

The present invention therefore in particular also relates to a method for the protection of seed and germinating plants, from attack by pests, by treating the seed with the compound of formula (I) or combina- tions of the compound of formula (I) with the pest control agents of formula (II) or other combinations described in this invention. The method according to the invention for protecting seed and germinating plants against attack by pests furthermore comprises a method where the seed is treated simultaneously in one operation or sequentially with a compound of the formula (I) and a mixing component. It also comprises a method where the seed is treated at different times with a compound of the formula (I) and a mixing component.

The invention likewise relates to the use of the compound of formula (I) or the disclosed combinations for the treatment of seed for protecting the seed and the resulting plant from animal pests.

Furthermore, the invention relates to seed which has been treated with the compound of formula (I) alone or the disclosed combinations according to the invention so as to afford protection from animal pests. The invention also relates to seed which has been treated simultaneously with the compound of formula (I) and a mixing component. The invention furthermore relates to seed which has been treated at different times with the compound of the formula (I) and a mixing component. In the case of seed which has been treated at different points in time with the compound of formula (I) and a mixing component, the individual substances may be present on the seed in different layers. Here, the layers comprising the compound of formula (I) and mixing components may optionally be separated by an intermediate layer. The invention also relates to seed where the compound of formula (I) and a mixing component have been applied as component of a coating or as a further layer or further layers in addition to a coating.

Furthermore, the invention relates to seed which, after the treatment with the compound of formula (I), or the disclosed combinations, is subjected to a film-coating process to prevent dust abrasion on the seed.

Suitable methods and additives for coatings like binders are described in, e.g., US 5,876,739. Also encompassed are seeds produced according to this method for coating seeds.

One of the advantages encountered with the systemically acting compound formula (I) is the fact that, by treating the seed, not only the seed itself but also the plants resulting therefrom are, after emergence, protected against animal pests. In this manner, the immediate treatment of the crop at the time of sowing or shortly thereafter can be dispensed with.

It has to be considered a further advantage that by treatment of the seed with the compound of formula (I), or the disclosed combinations, germination and emergence of the treated seed may be enhanced.

It is likewise to be considered advantageous that the compound of formula (I), or the disclosed combina- tions can be used in particular also for transgenic seed.

Furthermore, the compound of formula (I), or the disclosed combinations can be employed in combination with compositions or compounds of signalling technology, leading to better colonization by symbi- onts such as, for example, rhizobia, mycorrhizae and/or endophytic bacteria or fungi, and/or to optimized nitrogen fixation. The compound of formula (I), or the disclosed combinations are suitable for protection of seed of any plant variety which is used in agriculture, in the greenhouse, in forests or in horticulture. In particular, this takes the form of seed of cereals (for example wheat, barley, rye, millet and oats), corn, cotton, soybeans, rice, potatoes, sunflowers, coffee, tobacco, canola, oilseed rape, beets (for example sugarbeets and fodder beets), peanuts, vegetables (for example tomatoes, cucumbers, bean, cruciferous vegetables, onions and lettuce), fruit plants, lawns and ornamental plants. The treatment of the seed of cereals (such as wheat, barley, rye and oats), maize, soybeans, cotton, canola, oilseed rape and rice is of particular importance.

As already mentioned above, the treatment of transgenic seed with the compound of formula (I), or the disclosed combinations is also of particular importance. This takes the form of seed of plants which, as a rule, comprise at least one heterologous gene which governs the expression of a polypeptide with in particular insecticidal and/or nematicidal properties. The heterologous genes in transgenic seed can originate from microorganisms such as Bacillus, Rhizobium, Pseudomonas, Serratia, Trichoderma, Clavi- bacter, Glomus or Gliocladium. The present invention is particularly suitable for the treatment of transgenic seed which comprises at least one heterologous gene originating from Bacillus sp. It is particularly preferably a heterologous gene derived from Bacillus thuringiensi .

In the context of the present invention, the compound of formula (I) or the disclosed combinations is ap- plied to the seed. Preferably, the seed is treated in a state in which it is stable enough to avoid damage during treatment. In general, the seed may be treated at any point in time between harvest and sowing. The seed usually used has been separated from the plant and freed from cobs, shells, stalks, coats, hairs or the flesh of the fruits. For example, it is possible to use seed which has been harvested, cleaned and dried down to a moisture content which allows storage. Alternatively, it is also possible to use seed which, after drying, has been treated with, for example, water and then dried again, for example priming.

When treating the seed, care must generally be taken that the amount of the compound of formula (I), or the disclosed combinations applied to the seed and/or the amount of further additives is chosen in such a way that the germination of the seed is not adversely affected, or that the resulting plant is not damaged. This must be ensured particularly in the case of active compounds which can exhibit phytotoxic effects at certain application rates.

In general, the compound of formula (I), or the disclosed combinations are applied to the seed in a suitable formulation. Suitable formulations and processes for seed treatment are known to the person skilled in the art. the compound of formula (I), or the disclosed combinations can be converted to the customary seed dressing formulations, such as solutions, emulsions, suspensions, powders, foams, slurries or other coating compositions for seed, and also ULV formulations.

These formulations are prepared in a known manner, by mixing the compound of formula (I) with customary additives such as, for example, customary extenders and also solvents or diluents, colorants, wetting agents, dispersants, emulsifiers, antifoams, preservatives, secondary thickeners, adhesives, gibberel- lins and also water.

Colorants which may be present in the seed-dressing formulations which can be used in accordance with the invention are all colorants which are customary for such purposes. It is possible to use either pigments, which are sparingly soluble in water, or dyes, which are soluble in water. Examples include the dyes known by the names Rhodamine B, C.I. Pigment Red 112 and C.I. Solvent Red 1. Useful wetting agents which may be present in the seed dressing formulations usable in accordance with the invention are all substances which promote wetting and which are conventionally used for the formulation of agrochemically active compounds. Preference is given to using alkylnaphthalenesulpho- nates, such as diisopropyl- or diisobutylnaphthalenesulphonates. Useful dispersants and/or emulsifiers which may be present in the seed dressing formulations usable in accordance with the invention are all nonionic, anionic and cationic dispersants conventionally used for the formulation of active agrochemical ingredients. Preference is given to using nonionic or anionic dispersants or mixtures of nonionic or anionic dispersants. Suitable nonionic dispersants include in particu- lar ethylene oxide/propylene oxide block polymers, alkylphenol polyglycol ethers and tristryrylphenol polyglycol ethers, and the phosphated or sulphated derivatives thereof. Suitable anionic dispersants are in particular lignosulphonates, polyacrylic acid salts and arylsulphonate/formaldehyde condensates.

Antifoams which may be present in the seed dressing formulations usable in accordance with the invention are all foam-inhibiting substances conventionally used for the formulation of active agrochemical ingredients. Preference is given to using silicone antifoams and magnesium stearate.

Preservatives which may be present in the seed dressing formulations usable in accordance with the invention are all substances usable for such purposes in agrochemical compositions. Examples include di- chlorophene and benzyl alcohol hemiformal.

Secondary thickeners which may be present in the seed dressing formulations usable in accordance with the invention are all substances which can be used for such purposes in agrochemical compositions. Cellulose derivatives, acrylic acid derivatives, xanthan, modified clays and finely divided silica are preferred.

Adhesives which may be present in the seed dressing formulations usable in accordance with the invention are all customary binders usable in seed dressing products. Polyvinylpyrrolidone, polyvinyl acetate, polyvinyl alcohol and tylose may be mentioned as being preferred.

Gibberellins which can be present in the seed-dressing formulations which can be used in accordance with the invention are preferably the gibberellins Al, A3 (= gibberellic acid), A4 and A7; gibberellic acid is especially preferably used. The gibberellins are known (cf. R. Wegler "Chemie der Pflanzenschutz- and Schadlingsbekampfungsmittel", vol. 2, Springer Verlag, 1970, pp. 401-412). The seed dressing formulations usable in accordance with the invention can be used to treat a wide variety of different kinds of seed either directly or after prior dilution with water. For instance, the concentrates or the preparations obtainable therefrom by dilution with water can be used to dress the seed of cereals, such as wheat, barley, rye, oats, and triticale, and also the seed of maize, rice, oilseed rape, peas, beans, cotton, sunflowers, soybeans and beets, or else a wide variety of different vegetable seed. The seed dressing formulations usable in accordance with the invention, or the dilute use forms thereof, can also be used to dress seed of transgenic plants.

For treatment of seed with the seed dressing formulations usable in accordance with the invention, or the use forms prepared therefrom by adding water, all mixing units usable customarily for the seed dressing are useful. Specifically, the procedure in the seed dressing is to place the seed into a mixer, operated batch-wise or continously, to add the particular desired amount of seed dressing formulations, either as such or after prior dilution with water, and to mix everything until the formulation is distributed homogeneously on the seed. If appropriate, this is followed by a drying operation. The application rate of the seed dressing formulations usable in accordance with the invention can be varied within a relatively wide range. It is guided by the particular content of the compound of formula (I) in the formulations and by the seed. The application rates of the compound of the formula (I) are generally between 0.001 and 50 g per kilogram of seed, preferably between 0.01 and 15 g per kilogram of seed. Within the context of the present invention the compound of formula (I) is applied to the seed alone or in a suitable formulation. The seed is treated preferably at a time point at which it is so stable that no damage occurs during treatment. In general treatment of the seed can take place at any time between harvest and sowing. Normally seed is used that is separated from the plant and freed from spadix, husk, stem, pod, wool or fruit flesh. In general care must be taken during treatment of seed that the amount of compound of formula (I) and/or further additives applied is so selected that the germination of the seed is not impaired and the emerging plant is not damaged. This is primarily to be noted with active compounds that can show phy- totoxic effects when applied in certain amounts.

The compound of formula (I), or the disclosed combinations can be applied directly, that is without con- taining further components and without being diluted. It is usually preferred to apply the agent to the seed in the form of a suitable formulation. Suitable formulations and methods for seed treatment are known to the person skilled in the art and are described, for example, in the following documents: US 4,272,417 A, US 4,245,432 A, US 4,808,430 A, US 5,876,739 A, US 2003/0176428 Al, WO 2002/080675 Al, WO 2002/028186A2. The seed dressings of the invention are suitable for the control of animal pests, particularly arthropods and nematodes, especially insects and arachnids, that occur in agriculture and forestry. They are active against normally sensitive and resistant species as well as against all or individual development stages.

Mycotoxins

In addition, the inventive treatment can reduce the mycotoxin content in the harvested material and the foods and feeds prepared therefrom. Mycotoxins include particularly, but not exclusively, the following: deoxyni- valenol (DON), nivalenol, 15-Ac-DON, 3-Ac-DON, T2- and HT2-toxin, fumonisins, zearalenon, monilifor- min, fusarin, diaceotoxyscirpenol (DAS), beauvericin, enniatin, fusaroproliferin, fusarenol, ochratoxins, patu- lin, ergot alkaloids and aflatoxins which can be produced, for example, by the following fungi: Fusarium spec, such as F. acuminatum, F. asiaticum, F. avenaceum, F. crookwellense, F. culmorum, F. graminearum (Gibberella zeae), F. equiseti, F.fujikoroi, F. musarum, F. oxysporum, F. proliferatum, F. poae, F. pseudograminearum, F. sambucinum, F, scirpi, F. semitectum, F. solani, F. sporotrichoides, F. langsethiae, F. subglutinans, F. tricinctum, F. verticillioides etc., and also by Aspergillus spec, such as A. flavus, A. para- siticus, A. nomius, A. ochraceus, A. clavatus, A. terreus, A. versicolor, Penicillium spec, such as P. verru- cosum, P. viridicatum, P. citrinum, P. expansum, P. claviforme, P. roqueforti, Claviceps spec, such as C. purpurea, C.fusiformis, C. paspali, C. africana, Stachybotrys spec, and others.

Genetically modified organisms

As already mentioned above, it is possible to treat all plants and their parts in accordance with the invention. In a preferred embodiment, wild plant species and plant cultivars, or those obtained by conventional biological breeding methods, such as crossing or protoplast fusion, and also parts thereof, are treated. In a further preferred embodiment, transgenic plants and plant cultivars obtained by genetic engineering methods, if appropriate in combination with conventional methods (Genetically Modified Organisms), and parts thereof are treated. The terms "parts" or "parts of plants" or "plant parts" have been explained above. More preferably, plants of the plant cultivars which are commercially available or are in use are treated in accordance with the invention. Plant cultivars are understood to mean plants which have new properties ("traits") and have been obtained by conventional breeding, by mutagenesis or by recombinant DNA techniques. They can be cultivars, varieties, bio- or genotypes.

The method of treatment according to the invention can be used in the treatment of genetically modified or- ganisms (GMOs), e.g. plants or seeds. Genetically modified plants (or transgenic plants) are plants of which a heterologous gene has been stably integrated into genome. The expression "heterologous gene" essentially means a gene which is provided or assembled outside the plant and when introduced in the nuclear, chloro- plastic or mitochondrial genome gives the transformed plant new or improved agronomic or other properties by expressing a protein or polypeptide of interest or by downregulating or silencing other gene(s) which are present in the plant (using for example, antisense technology, cosuppression technology, RNA interference - RNAi - technology or microRNA - miRNA - technology). A heterologous gene that is located in the genome is also called a transgene. A transgene that is defined by its particular location in the plant genome is called a transformation or transgenic event.

Depending on the plant species or plant cultivars, their location and growth conditions (soils, climate, vegeta- tion period, diet), the treatment according to the invention may also result in superadditive ("synergistic") effects. Thus, for example, reduced application rates and/or a widening of the activity spectrum and/or an increase in the activity of the active compound and compositions which can be used according to the invention, better plant growth, increased tolerance to high or low temperatures, increased tolerance to drought or to water or soil salt content, increased flowering performance, easier harvesting, accelerated maturation, higher harvest yields, bigger fruits, larger plant height, greener leaf color, earlier flowering, higher quality and/or a higher nutritional value of the harvested products, higher sugar concentration within the fruits, better storage stability and/or processability of the harvested products are possible, which exceed the effects which were actually to be expected.

At certain application rates, the mixtures or compositions according to the invention may also have a strengthening effect in plants. Accordingly, they are also suitable for mobilizing the defense system of the plant against attack by harmful microorganisms. This may, if appropriate, be one of the reasons of the enhanced activity of the mixtures or compositions according to the invention, for example against fungi. Plant- strengthening (resistance-inducing) substances are to be understood as meaning, in the present context, those substances or combinations of substances which are capable of stimulating the defense system of plants in such a way that, when subsequently inoculated with harmful microorganisms, the treated plants display a substantial degree of resistance to these microorganisms. In the present case, harmful microorganisms are to be understood as meaning phytopathogenic fungi, bacteria and viruses. Thus, the mixtures or compositions according to the invention can be employed for protecting plants against attack by the abovementioned pathogens within a certain period of time after the treatment. The period of time within which protection is effect- ed generally extends from 1 to 10 days, preferably 1 to 7 days, after the treatment of the plants with the active compound or the compositions according to the invention.

Plants and plant cultivars which are preferably to be treated according to the invention include all plants which have genetic material which impart particularly advantageous, useful traits to these plants (whether obtained by breeding and/or biotechnological means). Plants and plant cultivars which are also preferably to be treated according to the invention are resistant against one or more biotic stresses, i.e. said plants show a better defense against animal and microbial pests, such as against nematodes, insects, mites, phytopathogenic fungi, bacteria, viruses and/or viroids.

Examples of nematode or insect resistant plants are described in e.g. U.S. Patent Applications 11/765,491, 11/765,494, 10/926,819, 10/782,020, 12/032,479, 10/783,417, 10/782,096, 11/657,964, 12/192,904, 11/396,808, 12/166,253, 12/166,239, 12/166,124, 12/166,209, 11/762,886, 12/364,335, 11/763,947, 12/252,453, 12/209,354, 12/491,396, 12/497,221, 12/644,632, 12/646,004, 12/701,058, 12/718,059, 12/721,595, 12/638,591.

Plants and plant cultivars which may also be treated according to the invention are those plants which are resistant to one or more abiotic stresses. Abiotic stress conditions may include, for example, drought, cold tem- perature exposure, heat exposure, osmotic stress, flooding, increased soil salinity, increased mineral exposure, ozone exposure, high light exposure, limited availability of nitrogen nutrients, limited availability of phosphorus nutrients, shade avoidance.

Plants and plant cultivars which may also be treated according to the invention, are those plants characterized by enhanced yield characteristics. Increased yield in said plants can be the result of, for example, improved plant physiology, growth and development, such as water use efficiency, water retention efficiency, improved nitrogen use, enhanced carbon assimilation, improved photosynthesis, increased germination efficiency and accelerated maturation. Yield can furthermore be affected by improved plant architecture (under stress and non-stress conditions), including but not limited to, early flowering, flowering control for hybrid seed produc- tion, seedling vigor, plant size, internode number and distance, root growth, seed size, fruit size, pod size, pod or ear number, seed number per pod or ear, seed mass, enhanced seed filling, reduced seed dispersal, reduced pod dehiscence and lodging resistance. Further yield traits include seed composition, such as carbohydrate content, protein content, oil content and composition, nutritional value, reduction in anti-nutritional compounds, improved processability and better storage stability. Plants that may be treated according to the invention are hybrid plants that already express the characteristic of heterosis or hybrid vigor which results in generally higher yield, vigor, health and resistance towards biotic and abiotic stresses). Such plants are typically made by crossing an inbred male-sterile parent line (the female parent) with another inbred male -fertile parent line (the male parent). Hybrid seed is typically harvested from the male sterile plants and sold to growers. Male sterile plants can sometimes (e.g. in corn) be produced by detasseling, i.e. the mechanical removal of the male reproductive organs (or males flowers) but, more typically, male sterility is the result of genetic determinants in the plant genome. In that case, and especially when seed is the desired product to be harvested from the hybrid plants it is typically useful to ensure that male fertility in the hybrid plants is fully restored. This can be accomplished by ensuring that the male parents have appropriate fertility restorer genes which are capable of restoring the male fertility in hybrid plants that con- tain the genetic determinants responsible for male-sterility. Genetic determinants for male sterility may be located in the cytoplasm. Examples of cytoplasmic male sterility (CMS) were for instance described in Brassi- ca species (WO 92/05251, WO 95/09910, WO 98/27806, WO 05/002324, WO 06/021972 and US 6,229,072). However, genetic determinants for male sterility can also be located in the nuclear genome. Male sterile plants can also be obtained by plant biotechnology methods such as genetic engineering. A particularly useful means of obtaining male-sterile plants is described in WO 89/10396 in which, for example, a ribonu- clease such as barnase is selectively expressed in the tapetum cells in the stamens. Fertility can then be restored by expression in the tapetum cells of a ribonuclease inhibitor such as barstar (e.g. WO 91/02069).

Plants or plant cultivars (obtained by plant biotechnology methods such as genetic engineering) which may be treated according to the invention are herbicide-tolerant plants, i.e. plants made tolerant to one or more given herbicides. Such plants can be obtained either by genetic transformation, or by selection of plants containing a mutation imparting such herbicide tolerance.

Herbicide -resistant plants are for example glyphosate -tolerant plants, i.e. plants made tolerant to the herbicide glyphosate or salts thereof. Plants can be made tolerant to glyphosate through different means. For example, glyphosate-tolerant plants can be obtained by transforming the plant with a gene encoding the enzyme 5- enolpyruvylshikimate-3-phosphate synthase (EPSPS). Examples of such EPSPS genes are the AroA gene (mutant CT7) of the bacterium Salmonella typhimurium {Science 1983, 227, 370-371), the CP4 gene of the bacterium Agrobacterium sp. (Curr. Topics Plant Physiol. 1992, 7, 139-145), the genes encoding a Petunia EPSPS (Science 1986, 233, 478-481), a Tomato EPSPS (J. Biol. Chem. 1988, 263, 4280-4289), or an Eleu- sine EPSPS (WO 01/66704). It can also be a mutated EPSPS as described in for example EP 0837944, WO 00/66746, WO 00/66747 or WO 02/26995. Glyphosate-tolerant plants can also be obtained by express- ing a gene that encodes a glyphosate oxido-reductase enzyme as described in US 5,776,760 and US 5,463,175. Glyphosate-tolerant plants can also be obtained by expressing a gene that encodes a glyphosate acetyl transferase enzyme as described in for example WO 02/036782, WO 03/092360, WO 2005/012515 and WO 2007/024782. Glyphosate-tolerant plants can also be obtained by selecting plants containing naturally-occurring mutations of the above-mentioned genes, as described in for example WO 01/024615 or WO 03/013226. Plants expressing EPSPS genes that confer glyphosate tolerance are described in e.g. U.S. Patent Applications 11/517,991, 10/739,610, 12/139,408, 12/352,532, 11/312,866, 11/315,678, 12/421,292, 11/400,598, 11/651,752, 11/681,285, 11/605,824, 12/468,205, 11/760,570, 11/762,526, 11/769,327, 11/769,255, 11/943801 or 12/362,774. Plants comprising other genes that confer glyphosate tolerance, such as decarboxylase genes, are described in e.g. U.S. Patent Applications 11/588,811, 11/185,342, 12/364,724, 11/185,560 or 12/423,926.

Other herbicide resistant plants are for example plants that are made tolerant to herbicides inhibiting the enzyme glutamine synthase, such as bialaphos, phosphinothricin or glufosinate. Such plants can be obtained by expressing an enzyme detoxifying the herbicide or a mutant glutamine synthase enzyme that is resistant to inhibition, e.g. described in U.S. Patent Application 11/760,602. One such efficient detoxifying enzyme is an enzyme encoding a phosphinothricin acetyltransf erase (such as the bar or pat protein from Streptomyces species). Plants expressing an exogenous phosphinothricin acetyltransferase are for example described in U.S. Patents 5,561,236; 5,648,477; 5,646,024; 5,273,894; 5,637,489; 5,276,268; 5,739,082; 5,908,810 and 7,112,665.

Further herbicide -tolerant plants are also plants that are made tolerant to the herbicides inhibiting the enzyme hydroxyphenylpyruvatedioxygenase (HPPD). HPPD is an enzyme that catalyze the reaction in which para- hydroxyphenylpyruvate (HPP) is transformed into homogentisate. Plants tolerant to HPPD-inhibitors can be transformed with a gene encoding a naturally-occurring resistant HPPD enzyme, or a gene encoding a mutated or chimeric HPPD enzyme as described in WO 96/38567, WO 99/24585, WO 99/24586, WO 09/144079, WO 02/046387, or US 6,768,044. Tolerance to HPPD-inhibitors can also be obtained by transforming plants with genes encoding certain enzymes enabling the formation of homogentisate despite the inhibition of the native HPPD enzyme by the HPPD-inhibitor. Such plants and genes are described in WO 99/34008 and WO 02/36787. Tolerance of plants to HPPD inhibitors can also be improved by transforming plants with a gene encoding an enzyme having prephenate deshydrogenase (PDH) activity in addition to a gene encoding an HPPD-tolerant enzyme, as described in WO 04/024928. Further, plants can be made more tolerant to HPPD- inhibitor herbicides by adding into their genome a gene encoding an enzyme capable of metabolizing or degrading HPPD inhibitors, such as the CYP450 enzymes shown in WO 2007/103567 and WO 2008/150473. Still further herbicide resistant plants are plants that are made tolerant to acetolactate synthase (ALS) inhibitors. Known ALS -inhibitors include, for example, sulfonylurea, imidazolinone, triazolopyrimidines, pry- imidinyoxy(thio)benzoates, and/or sulfonylaminocarbonyltriazolinone herbicides. Different mutations in the ALS enzyme (also known as acetohydroxyacid synthase, AHAS) are known to confer tolerance to different herbicides and groups of herbicides, as described for example in Tranel and Wright (Weed Science 2002, 50, 700-712), but also, in U.S. Patents 5,605,011, 5,378,824, 5,141,870, and 5,013,659. The production of sul- fonylurea-tolerant plants and imidazolinone-tolerant plants is described in U.S. Patents 5,605,011 ; 5,013,659; 5,141,870; 5,767,361; 5,731,180; 5,304,732; 4,761,373; 5,331,107; 5,928,937; and 5,378,824; and WO 96/33270. Other imidazolinone-tolerant plants are also described in for example WO 2004/040012, WO 2004/106529, WO 2005/020673, WO 2005/093093, WO 2006/007373, WO 2006/015376, WO 2006/024351, and WO 2006/060634. Further sulfonylurea- and imidazolinone-tolerant plants are also described in for example WO 2007/024782 and U.S. Patent Application 61/288958.

Other plants tolerant to imidazolinone and/or sulfonylurea can be obtained by induced mutagenesis, selection in cell cultures in the presence of the herbicide or mutation breeding as described for example for soybeans in US 5,084,082, for rice in WO 97/41218, for sugar beet in US 5,773,702 and WO 99/057965, for lettuce in US 5,198,599, or for sunflower in WO 01/065922.

Plants or plant cultivars (obtained by plant biotechnology methods such as genetic engineering) which may also be treated according to the invention are insect-resistant transgenic plants, i.e. plants made resistant to attack by certain target insects. Such plants can be obtained by genetic transformation, or by selection of plants containing a mutation imparting such insect resistance. An "insect-resistant transgenic plant", as used herein, includes any plant containing at least one transgene comprising a coding sequence encoding:

1) an insecticidal crystal protein from Bacillus thuringiensis or an insecticidal portion thereof, such as the insecticidal crystal proteins listed by Crickmore et al. (1998, Microbiology and Molecular Biology Reviews, 62: 807-813), updated by Crickmore et al. (2005) at the Bacillus thuringiensis toxin nomen- clature, online at: http://www.lifesci.sussex.ac.uk/Home/Neil_Crickmore/Bt/), or insecticidal portions thereof, e.g., proteins of the Cry protein classes CrylAb, CrylAc, CrylB, CrylC, CrylD, CrylF, Cry2Ab, Cry3Aa, or Cry3Bb or insecticidal portions thereof (e.g. EP-A 1 999 141 and WO 2007/107302), or such proteins encoded by synthetic genes as e.g. described in and U.S. Patent Application 12/249,016 ; or ) a crystal protein from Bacillus thuringiensis or a portion thereof which is insecticidal in the presence of a second other crystal protein from Bacillus thuringiensis or a portion thereof, such as the binary toxin made up of the Cry34 and Cry35 crystal proteins (Nat. Biotechnol. 2001, 19, 668-72; Applied Environm. Microbiol. 2006, 71, 1765-1774) or the binary toxin made up of the Cryl A or CrylF proteins and the Cry2Aa or Cry2Ab or Cry2Ae proteins (U.S. Patent Application 12/214,022 and EP-A 2 300 618); or ) a hybrid insecticidal protein comprising parts of different insecticidal crystal proteins from Bacillus thuringiensis, such as a hybrid of the proteins of 1) above or a hybrid of the proteins of 2) above, e.g., the CrylA.105 protein produced by corn event MON89034 (WO 2007/027777); or ) a protein of any one of 1) to 3) above wherein some, particularly 1 to 10, amino acids have been replaced by another amino acid to obtain a higher insecticidal activity to a target insect species, and/or to expand the range of target insect species affected, and/or because of changes introduced into the encoding DNA during cloning or transformation, such as the Cry3Bbl protein in corn events MON863 or MON88017, or the Cry3A protein in corn event MIR604; or ) an insecticidal secreted protein from Bacillus thuringiensis or Bacillus cereus, or an insecticidal portion thereof, such as the vegetative insecticidal (VIP) proteins listed at: http://www.Ufesci.sussex.ac.uk/home/Neil_Crickmore/Bt/vip.html, e.g., proteins from the VIP3Aa protein class; or ) a secreted protein from Bacillus thuringiensis or Bacillus cereus which is insecticidal in the presence of a second secreted protein from Bacillus thuringiensis or B. cereus, such as the binary toxin made up of the VIP1A and VIP2A proteins (WO 94/21795); or ) a hybrid insecticidal protein comprising parts from different secreted proteins from Bacillus thuringiensis or Bacillus cereus, such as a hybrid of the proteins in 1) above or a hybrid of the proteins in 2) above; or ) a protein of any one of 5) to 7) above wherein some, particularly 1 to 10, amino acids have been replaced by another amino acid to obtain a higher insecticidal activity to a target insect species, and/or to expand the range of target insect species affected, and/or because of changes introduced into the encoding DNA during cloning or transformation (while still encoding an insecticidal protein), such as the VIP3Aa protein in cotton event COT102; or ) a secreted protein from Bacillus thuringiensis or Bacillus cereus which is insecticidal in the presence of a crystal protein from Bacillus thuringiensis, such as the binary toxin made up of VIP3 and CrylA or CrylF (U.S. Patent Applications 61/126083 and 61/195019), or the binary toxin made up of the VIP3 protein and the Cry2Aa or Cry2Ab or Cry2Ae proteins (U.S. Patent Application 12/214,022 and EP-A 2 300 618).

10) a protein of 9) above wherein some, particularly 1 to 10, amino acids have been replaced by another amino acid to obtain a higher insecticidal activity to a target insect species, and/or to expand the range of target insect species affected, and/or because of changes introduced into the encoding DNA during cloning or transformation (while still encoding an insecticidal protein)

Of course, an insect -resistant transgenic plant, as used herein, also includes any plant comprising a combination of genes encoding the proteins of any one of the above classes 1 to 10. In one embodiment, an insect- resistant plant contains more than one transgene encoding a protein of any one of the above classes 1 to 10, to expand the range of target insect species affected when using different proteins directed at different target insect species, or to delay insect resistance development to the plants by using different proteins insecticidal to the same target insect species but having a different mode of action, such as binding to different receptor binding sites in the insect.

An "insect-resistant transgenic plant", as used herein, further includes any plant containing at least one transgene comprising a sequence producing upon expression a double-stranded RNA which upon ingestion by a plant insect pest inhibits the growth of this insect pest, as described e.g. in WO 2007/080126, WO 2006/129204, WO 2007/074405, WO 2007/080127 and WO 2007/035650.

[0099] Plants or plant cultivars (obtained by plant biotechnology methods such as genetic engineering) which may also be treated according to the invention are tolerant to abiotic stresses. Such plants can be ob- tained by genetic transformation, or by selection of plants containing a mutation imparting such stress resistance. Particularly useful stress tolerance plants include:

1) plants which contain a transgene capable of reducing the expression and/or the activity of poly(ADP-ribose) polymerase (PARP) gene in the plant cells or plants as described in WO 00/04173, WO 2006/045633, EP-A 1 807 519, or EP-A 2018 431. 2) plants which contain a stress tolerance enhancing transgene capable of reducing the expression and/or the activity of the PARG encoding genes of the plants or plants cells, as described e.g. in WO 2004/090140.

3) plants which contain a stress tolerance enhancing transgene coding for a plant-functional enzyme of the nicotineamide adenine dinucleotide salvage synthesis pathway including nicotinamidase, nico- tinate phosphoribosyltransferase, nicotinic acid mononucleotide adenyl transferase, nicotinamide adenine dinucleotide synthetase or nicotine amide phosphorybosyltransferase as described e.g. in EP-A 1 794 306, WO 2006/133827, WO 2007/107326, EP-A 1 999 263, or WO 2007/107326. Plants or plant cultivars (obtained by plant biotechnology methods such as genetic engineering) which may also be treated according to the invention show altered quantity, quality and/or storage-stability of the harvested product and/or altered properties of specific ingredients of the harvested product such as:

1) transgenic plants which synthesize a modified starch, which in its physical-chemical characteristics, in particular the amylose content or the amylose/amylopectin ratio, the degree of branching, the average chain length, the side chain distribution, the viscosity behaviour, the gelling strength, the starch grain size and/or the starch grain morphology, is changed in comparison with the synthesised starch in wild type plant cells or plants, so that this is better suited for special applications. Said transgenic plants synthesizing a modified starch are disclosed, for example, in EP-A 0 571 427, WO 95/04826, EP-A 0 719 338, WO 96/15248, WO 96/19581, WO 96/27674, WO 97/11188, WO

97/26362, WO 97/32985, WO 97/42328, WO 97/44472, WO 97/45545, WO 98/27212, WO 98/40503, WO 99/58688, WO 99/58690, WO 99/58654, WO 00/08184, WO 00/08185, WO 00/08175, WO 00/28052, WO 00/77229, WO 01/12782, WO 01/12826, WO 02/101059, WO 03/071860, WO 04/056999, WO 05/030942, WO 2005/030941, WO 2005/095632, WO 2005/095617, WO 2005/095619, WO 2005/095618, WO 2005/123927, WO 2006/018319, WO

2006/103107, WO 2006/108702, WO 2007/009823, WO 00/22140, WO 2006/063862, WO 2006/072603, WO 02/034923, WO 2008/017518, WO 2008/080630, WO 2008/080631, EP 07090007.1, WO 2008/090008, WO 01/14569, WO 02/79410, WO 03/33540, WO 2004/078983, WO 01/19975, WO 95/26407, WO 96/34968, WO 98/20145, WO 99/12950, WO 99/66050, WO 99/53072, US 6,734,341, WO 00/11192, WO 98/22604, WO 98/32326, WO 01/98509,

WO 01/98509, WO 2005/002359, US 5,824,790, US 6,013,861, WO 94/04693, WO 94/09144, WO 94/11520, WO 95/35026, WO 97/20936, WO 2010/012796, WO 2010/003701,

2) transgenic plants which synthesize non starch carbohydrate polymers or which synthesize non starch carbohydrate polymers with altered properties in comparison to wild type plants without genetic modification. Examples are plants producing polyfructose, especially of the inulin and levan-type, as disclosed in EP-A 0 663 956, WO 96/01904, WO 96/21023, WO 98/39460, and WO 99/24593, plants producing alpha- 1,4-glucans as disclosed in WO 95/31553, US 2002031826, US 6,284,479, US 5,712,107, WO 97/47806, WO 97/47807, WO 97/47808 and WO 00/14249, plants producing alpha- 1,6 branched alpha- 1,4-glucans, as disclosed in WO 00/73422, plants producing alternan, as disclosed in e.g. WO 00/47727, WO 00/73422, EP 06077301.7, US 5,908,975 and EP-A 0 728 213,

3) transgenic plants which produce hyaluronan, as for example disclosed in WO 2006/032538, WO 2007/039314, WO 2007/0393f 5, WO 2007/039316, JP-A 2006-304779, and WO 2005/012529.

4) transgenic plants or hybrid plants, such as onions with characteristics such as 'high soluble solids content', 'low pungency' (LP) and/or 'long storage' (LS), as described in U.S. Patent Applications 12/020,360 and 61/054,026. Plants or plant cultivars (that can be obtained by plant biotechnology methods such as genetic engineering) which may also be treated according to the invention are plants, such as cotton plants, with altered fiber characteristics. Such plants can be obtained by genetic transformation, or by selection of plants contain a mutation imparting such altered fiber characteristics and include: a) Plants, such as cotton plants, containing an altered form of cellulose synthase genes as described in WO 98/00549. b) Plants, such as cotton plants, containing an altered form of rsw2 or rsw3 homologous nucleic acids as described in WO 2004/053219. c) Plants, such as cotton plants, with increased expression of sucrose phosphate synthase as described in WO 01/17333. d) Plants, such as cotton plants, with increased expression of sucrose synthase as described in WO 02/45485. e) Plants, such as cotton plants, wherein the timing of the plasmodesmatal gating at the basis of the fiber cell is altered, e.g. through downregulation of fiber-selective p .S-glucanase as described in WO 2005/017157, or as described in WO 2009/143995. f) Plants, such as cotton plants, having fibers with altered reactivity, e.g. through the expression of N- acetylglucosaminetransferase gene including nodC and chitin synthase genes as described in WO 2006/136351.

Plants or plant cultivars (that can be obtained by plant biotechnology methods such as genetic engineering) which may also be treated according to the invention are plants, such as oilseed rape or related Brassica plants, with altered oil profile characteristics. Such plants can be obtained by genetic transformation, or by selection of plants contain a mutation imparting such altered oil profile characteristics and include: a) Plants, such as oilseed rape plants, producing oil having a high oleic acid content as described e.g. in US 5,969,169, US 5,840,946 or US 6,323,392 or US 6,063,947 b) Plants such as oilseed rape plants, producing oil having a low linolenic acid content as described in US 6,270,828, US 6,169,190, or US 5,965,755 c) Plant such as oilseed rape plants, producing oil having a low level of saturated fatty acids as described e.g. in US 5,434,283 or U.S. Patent Application 12/668303

Plants or plant cultivars (that can be obtained by plant biotechnology methods such as genetic engineering) which may also be treated according to the invention are plants, such as oilseed rape or related Brassica plants, with altered seed shattering characteristics. Such plants can be obtained by genetic transformation, or by selection of plants contain a mutation imparting such altered seed shattering characteristics and include plants such as oilseed rape plants with delayed or reduced seed shattering as described in U.S. Patent Application 61/135,230, WO 2009/068313 and WO 2010/006732.

Plants or plant cultivars (that can be obtained by plant biotechnology methods such as genetic engineering) which may also be treated according to the invention are plants, such as Tobacco plants, with altered post- translational protein modification patterns, for example as described in WO 2010/121818 and WO 2010/145846.

Particularly useful transgenic plants which may be treated according to the invention are plants containing transformation events, or combination of transformation events, that are the subject of petitions for non- regulated status, in the United States of America, to the Animal and Plant Health Inspection Service (APHIS) of the United States Department of Agriculture (USD A) whether such petitions are granted or are still pending. At any time this information is readily available from APHIS (4700 River Road, Riverdale, MD 20737, USA), for instance on its internet site (URL http://www.aphis.usda.gov/brs/not_reg.html). On the filing date of this application the petitions for nonregulated status that were pending with APHIS or granted by APHIS were those which contains the following information:

- Petition: the identification number of the petition. Technical descriptions of the transformation events can be found in the individual petition documents which are obtainable from APHIS, for example on the APHIS website, by reference to this petition number. These descriptions are herein incorporated by reference. - Extension of Petition: reference to a previous petition for which an extension is requested.

- Institution: the name of the entity submitting the petition.

- Regulated article: the plant species concerned.

- Transgenic phenotype: the trait conferred to the plants by the transformation event.

- Transformation event or line: the name of the event or events (sometimes also designated as lines or lines) for which nonregulated status is requested.

- APHIS documents: various documents published by APHIS in relation to the Petition and which can be requested with APHIS.

Additional particularly useful plants containing single transformation events or combinations of transformation events are listed for example in the databases from various national or regional regulatory agencies (see for example http://gmoinfo.jrc.it/gmp_browse.aspx and http://www.agbios.com/dbase.php). Particularly useful transgenic plants which may be treated according to the invention are plants containing transformation events, or a combination of transformation events, and that are listed for example in the databases for various national or regional regulatory agencies including Event 1143-14A (cotton, insect control, not deposited, described in WO 2006/128569); Event 1143-5 IB (cotton, insect control, not deposited, de- scribed in WO 2006/128570); Event 1445 (cotton, herbicide tolerance, not deposited, described in US-A 2002-120964 or WO 02/034946); Event 17053 (rice, herbicide tolerance, deposited as PTA-9843, described in WO 2010/117737); Event 17314 (rice, herbicide tolerance, deposited as PTA-9844, described in WO 2010/117735); Event 281-24-236 (cotton, insect control - herbicide tolerance, deposited as PTA-6233, described in WO 2005/103266 or US-A 2005-216969); Event 3006-210-23 (cotton, insect control - herbicide tolerance, deposited as PTA-6233, described in US-A 2007-143876 or WO 2005/103266); Event 3272 (corn, quality trait, deposited as PTA-9972, described in WO 2006/098952 or US-A 2006-230473); Event 40416 (corn, insect control - herbicide tolerance, deposited as ATCC PTA-11508, described in WO 2011/075593); Event 43A47 (corn, insect control - herbicide tolerance, deposited as ATCC PTA-11509, described in WO 2011/075595); Event 5307 (corn, insect control, deposited as ATCC PTA-9561, described in WO 2010/077816); Event ASR-368 (bent grass, herbicide tolerance, deposited as ATCC PTA-4816, described in US-A 2006-162007 or WO 2004/053062); Event B16 (corn, herbicide tolerance, not deposited, described in US-A 2003-126634); Event BPS-CV127-9 (soybean, herbicide tolerance, deposited as NCIMB No. 41603, described in WO 2010/080829); Event CE43-67B (cotton, insect control, deposited as DSM ACC2724, described in US-A 2009-217423 or WO2006/128573); Event CE44-69D (cotton, insect control, not deposited, described in US-A 2010-0024077); Event CE44-69D (cotton, insect control, not deposited, described in WO 2006/128571); Event CE46-02A (cotton, insect control, not deposited, described in WO 2006/128572); Event COT102 (cotton, insect control, not deposited, described in US-A 2006-130175 or WO 2004/039986); Event COT202 (cotton, insect control, not deposited, described in US-A 2007-067868 or WO 2005/054479); Event COT203 (cotton, insect control, not deposited, described in WO 2005/054480); Event DAS40278 (corn, herbicide tolerance, deposited as ATCC PTA-10244, described in WO 2011/022469); Event DAS- 59122-7 (corn, insect control - herbicide tolerance, deposited as ATCC PTA 11384, described in US-A 2006- 070139); Event DAS-59132 (corn, insect control - herbicide tolerance, not deposited, described in WO 2009/100188); Event DAS68416 (soybean, herbicide tolerance, deposited as ATCC PTA-10442, described in WO 2011/066384 or WO 2011/066360); Event DP-098140-6 (corn, herbicide tolerance, deposited as ATCC PTA-8296, described in US-A 2009-137395 or WO 2008/112019); Event DP-305423-1 (soybean, quality trait, not deposited, described in US-A 2008-312082 or WO 2008/054747); Event DP-32138-1 (corn, hybridization system, deposited as ATCC PTA-9158, described in US-A 2009-0210970 or WO 2009/103049); Event DP-356043-5 (soybean, herbicide tolerance, deposited as ATCC PTA-8287, described in US-A 2010-0184079 or WO 2008/002872); Event EE-1 (brinjal, insect control, not deposited, described in WO 2007/091277); Event FI117 (corn, herbicide tolerance, deposited as ATCC 209031, described in US-A 2006-059581 or WO 98/044140); Event GA21 (corn, herbicide tolerance, deposited as ATCC 209033, described in US-A 2005-086719 or WO 98/044140); Event GG25 (corn, herbicide tolerance, deposited as ATCC 209032, described in US-A 2005-188434 or WO 98/044140); Event GHB119 (cotton, insect control - herbicide tolerance, deposited as ATCC PTA-8398, described in WO 2008/151780); Event GHB614 (cotton, herbicide tolerance, deposited as ATCC PTA-6878, described in US-A 2010-050282 or WO 2007/017186); Event GJ11 (corn, herbicide tolerance, deposited as ATCC 209030, described in US-A 2005-188434 or WO 98/044140); Event GM RZ13 (sugar beet, virus resistance, deposited as NCEVIB-41601, described in WO 2010/076212); Event H7-1 (sugar beet, herbicide tolerance, deposited as NCIMB 41158 or NCIMB 41159, described in US-A 2004-172669 or WO 2004/074492); Event JOPLIN1 (wheat, disease tolerance, not deposited, described in US-A 2008-064032); Event LL27 (soybean, herbicide tolerance, deposited as NCIMB41658, described in WO 2006/108674 or US-A 2008-320616); Event LL55 (soybean, herbicide tolerance, deposited as NCIMB 41660, described in WO 2006/108675 or US-A 2008-196127); Event LLcotton25 (cotton, herbicide tolerance, deposited as ATCC PTA-3343, described in WO 03/013224 or US- A 2003-097687); Event LLRICE06 (rice, herbicide tolerance, deposited as ATCC-23352, described in US 6,468,747 or WO 00/026345); Event LLRICE601 (rice, herbicide tolerance, deposited as ATCC PTA-2600, described in US-A 2008-2289060 or WO 00/026356); Event LY038 (corn, quality trait, deposited as ATCC PTA-5623, described in US-A 2007-028322 or WO 2005/061720); Event MIR162 (corn, insect control, de- posited as PTA-8166, described in US-A 2009-300784 or WO 2007/142840); Event MIR604 (corn, insect control, not deposited, described in US-A 2008-167456 or WO 2005/103301); Event MON15985 (cotton, insect control, deposited as ATCC PTA-2516, described in US-A 2004-250317 or WO 02/100163); Event MON810 (corn, insect control, not deposited, described in US-A 2002-102582); Event MON863 (corn, insect control, deposited as ATCC PTA-2605, described in WO 2004/011601 or US-A 2006-095986); Event MON87427 (corn, pollination control, deposited as ATCC PTA-7899, described in WO 2011/062904); Event MON87460 (corn, stress tolerance, deposited as ATCC PTA-8910, described in WO 2009/111263 or US-A 2011-0138504); Event MON87701 (soybean, insect control, deposited as ATCC PTA-8194, described in US-A 2009-130071 or WO 2009/064652); Event MON87705 (soybean, quality trait - herbicide tolerance, deposited as ATCC PTA-9241, described in US-A 2010-0080887 or WO 2010/037016); Event MON87708 (soybean, herbicide tolerance, deposited as ATCC PTA9670, described in WO 2011/034704); Event MON87754 (soybean, quality trait, deposited as ATCC PTA-9385, described in WO 2010/024976); Event MON87769 (soybean, quality trait, deposited as ATCC PTA-8911 , described in US-A 2011-0067141 or WO 2009/102873); Event MON88017 (corn, insect control - herbicide tolerance, deposited as ATCC PTA-5582, described in US-A 2008-028482 or WO 2005/059103); Event MON88913 (cotton, herbicide tolerance, de- posited as ATCC PTA-4854, described in WO 2004/072235 or US-A 2006-059590); Event MON89034 (corn, insect control, deposited as ATCC PTA-7455, described in WO 2007/140256 or US-A 2008-260932); Event MON89788 (soybean, herbicide tolerance, deposited as ATCC PTA-6708, described in US-A 2006- 282915 or WO 2006/130436); Event MSl l (oilseed rape, pollination control - herbicide tolerance, deposited as ATCC PTA-850 or PTA-2485, described in WO 01/031042); Event MS8 (oilseed rape, pollination control - herbicide tolerance, deposited as ATCC PTA-730, described in WO 01/041558 or US-A 2003-188347); Event NK603 (corn, herbicide tolerance, deposited as ATCC PTA-2478, described in US-A 2007-292854); Event PE-7 (rice, insect control, not deposited, described in WO 2008/114282); Event RF3 (oilseed rape, pollination control - herbicide tolerance, deposited as ATCC PTA-730, described in WO 01/041558 or US-A 2003-188347); Event RT73 (oilseed rape, herbicide tolerance, not deposited, described in WO 02/036831 or US-A 2008-070260); Event T227-1 (sugar beet, herbicide tolerance, not deposited, described in WO 02/44407 or US-A 2009-265817); Event T25 (corn, herbicide tolerance, not deposited, described in US-A 2001-029014 or WO 01/051654); Event T304-40 (cotton, insect control - herbicide tolerance, deposited as ATCC PTA-8171, described in US-A 2010-077501 or WO 2008/122406); Event T342-142 (cotton, insect control, not deposited, described in WO 2006/128568); Event TC1507 (corn, insect control - herbicide tolerance, not deposited, described in US-A 2005-039226 or WO 2004/099447); Event VTP1034 (corn, insect control - herbicide tolerance, deposited as ATCC PTA-3925., described in WO 03/052073), Event 32316 (corn,insect control -herbicide tolerance, deposited as PTA-11507, described in WO 2011/084632), Event 4114 (corn,insect control-herbicide tolerance, deposited as PTA-11506, described in WO 2011/084621).

Very particularly useful transgenic plants which may be treated according to the invention are plants containing transformation events, or a combination of transformation events, and that are listed for example in the databases for various national or regional regulatory agencies including Event BPS-CV127-9 (soybean, herbicide tolerance, deposited as NCIMB No. 41603, described in WO 2010/080829); Event DAS68416 (soy- bean, herbicide tolerance, deposited as ATCC PTA-10442, described in WO 2011/066384 or WO 2011/066360); Event DP-356043-5 (soybean, herbicide tolerance, deposited as ATCC PTA-8287, described in US-A 2010-0184079 or WO 2008/002872); Event EE-1 (brinjal, insect control, not deposited, described in WO 2007/091277); Event FI117 (corn, herbicide tolerance, deposited as ATCC 209031, described in US-A 2006-059581 or WO 98/044140); Event GA21 (corn, herbicide tolerance, deposited as ATCC 209033, de- scribed in US-A 2005-086719 or WO 98/044140), Event LL27 (soybean, herbicide tolerance, deposited as NCIMB41658, described in WO 2006/108674 or US-A 2008-320616); Event LL55 (soybean, herbicide tolerance, deposited as NCIMB 41660, described in WO 2006/108675 or US-A 2008-196127); Event MON87701 (soybean, insect control, deposited as ATCC PTA-8194, described in US-A 2009-130071 or WO 2009/064652); Event MON87705 (soybean, quality trait - herbicide tolerance, deposited as ATCC PTA- 9241, described in US-A 2010-0080887 or WO 2010/037016); Event MON87708 (soybean, herbicide tolerance, deposited as ATCC PTA9670, described in WO 2011/034704); Event MON87754 (soybean, quality trait, deposited as ATCC PTA-9385, described in WO 2010/024976); Event MON87769 (soybean, quality trait, deposited as ATCC PTA-8911, described in US-A 2011-0067141 or WO 2009/102873); Event MON89788 (soybean, herbicide tolerance, deposited as ATCC PTA-6708, described in US-A 2006-282915 or WO 2006/130436).

Application Rates and Timing

When using the inventive mixtures or compositions as fungicides, the application rates can be varied within a relatively wide range, depending on the kind of application. The application rate of the mixtures or compositions is • in the case of treatment of plant parts, for example leaves: from 0.1 to 10000 g/ha, preferably from 10 to 1000 g ha, more preferably from 10 to 800 g/ha, even more preferably from 50 to 300 g/ha (in the case of application by watering or dripping, it is even possible to reduce the application rate, especially when inert substrates such as rockwool or perlite are used); · in the case of seed treatment: from 2 to 200 g per 100 kg of seed, preferably from 3 to 150 g per 100 kg of seed, more preferably from 2.5 to 25 g per 100 kg of seed, even more preferably from 2.5 to 12.5 g per 100 kg of seed;

• in the case of soil treatment: from 0.1 to 10000 g/ha, preferably from 1 to 5000 g/ha.

These application rates are merely by way of example and are not limiting for the purposes of the invention. The inventive mixtures or compositions can thus be used to protect plants from attack by the pathogens mentioned for a certain period of time after treatment. The period for which protection is provided extends generally for 1 to 28 days, preferably for 1 to 14 days, more preferably for 1 to 10 days, most preferably for 1 to 7 days, after the treatment of the plants with the mixtures or compositions, or for up to 200 days after a seed treatment. The method of treatment according to the invention also provides the use or application of the compound according to formula (I) abd the compositions comprising the compound of formula (I) and at least one pest control agent as defined above in a simultaneous, separate or sequential manner. If the single active ingredients are applied in a sequential manner, i.e. at different times, they are applied one after the other within a reasonably short period, such as a few hours or days. Preferably the order of applying the compound accord- ing to formula (I) and the pest control agent as defined above is not essential for working the present invention.

The plants listed can particularly advantageously be treated in accordance with the invention with the inventive mixtures or compositions. The preferred ranges stated above for the mixtures or compositions also apply to the treatment of these plants. Particular emphasis is given to the treatment of plants with the mixtures or compositions specifically mentioned in the present text.

According to another aspect of the present invention, in the combination or composition according to the invention, the compound ratio A/B may be advantageously chosen so as to produce a synergistic effect. The term synergistic effect is understood to mean in particular that defined by Colby in an article entitled "Calculation of the synergistic and antagonistic responses of herbicide combinations" Weeds, (1967), 15, pages 20- 22. The latter article mentions the formula:

_{E = X+ Y}-2 L

100 wherein E represents the expected percentage of inhibition of the pest for the combination of the two compounds at defined doses (for example equal to x and y respectively), X is the percentage of inhibition ob- served for the pest by compound (A) at a defined dose (equal to x), Y is the percentage of inhibition observed for the pest by compound (B) at a defined dose (equal to y). When the percentage of inhibition observed for the combination is greater than E, there is a synergistic effect.

The term "synergistic effect" also means the effect defined by application of the Tammes method, "Isoboles, a graphic representation of synergism in pesticides", Netherlands Journal of Plant Pathology, 70(1964), pages 73-80.

A synergistic effect in fungicides is always present when the fungicidal action of the active compound combinations exceeds the expected action of the active compounds.

The expected insecticidal or fungicidal action for a given combination of two or three active compounds can be calculated as follows, according to S.R. Colby ("Calculating Synergistic and Antagonistic Responses of Herbicide Combinations", Weeds 1262, 11, 20-22) :

If

X is the efficacy when employing active compound A at an application rate of m g/ha,

Y is the efficacy when employing active compound B at an application rate of n g ha and

E is the efficacy when employing active compounds A and B at application rates of m and n g/ha, then E = X + Y - (X*Y)/100 ^'

Here, the efficacy is determined in %. 0% means an efficacy which corresponds to that of the control, whereas an efficacy of 100% means that no infection is observed.

If the actual insecticidal action exceeds the calculated value, the action of the combination is super additive, i.e. a synergistic effect is present. In this case, the actually observed efficacy must exceed the value calculated using the above formula for the expected efficacy (E). General synthetic methods A and B: Method A

Example 1-1: 3-[3-[(6-Chloro-3-pyridinyl)methyl]-2-thiazolidinylidene]-l,l,l-trifluoro-2-propanone

33,05 g (183,6 mMol) of 2-Chloro-5-chloromethylpyridine and 36,2 g (183,6 mMol) l,l,l-trifluoro-3-(2- thiazolidinylidene)-propanone (prepared according to DE 3639877 Al 1988) were dissolved in 668,7 ml Af,Af-dimethylformamide and 65,80 g (201,9 mMol) of caesium carbonate were added, and the resulting mixture was stirred at 40 °C for 3 hours. Subsequently, the reaction was cooled at room temperature, filtered and the organic phase was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (cyclohexane - acetone gradient) and a fraction including the subject material was collected and concentrated under reduced pressure to obtain 21,50 g (36,3 % yield of theory) of 3-[3- [(6-chloro-3-pyridinyl)methyl] -2-thiazolidinylidene]- 1 ,1,1 -trifluoro-2-propanone.

LogP-Wert (HCOOH) = 2,21 C₁₂H₁₀CIF₃N₂OS (322,73 g/mol)

HPLC-MS (ESI Positiv) = 323.0 (M⁺)

¹H-NMR (600,0 MHz, CD₃CN): σ = 3,21 (t, 2H, CH₂N), 3,81 (t, 2H, CH₂S), 4,67 (s, 2H, CH₂-Pyr), 5,79 (s, 1H, =CH), 7,40, 7,65 (dd, 2x 1H, Pyr), 8,30 (d, 1H, Pyr) ppm.

¹³C-NMR (600 MHz, CD₃CN) σ = 28.3 (CH₂-S); 49,7 (CH₂-Pyr); 55,5 (CH₂-N); 84,2 (=CH); 119,0 (CF₃); 131,3 (C-Pyr); 125,3; 139,6, 149,2 (CH-Pyr); 151,5 (Cl-C-Pyr); 173,1 (=C); 174,6 (C=0) ppm. Example 1-2: 3-[3-[(6-Fluoro-3-pyridinyl)methyl]-2-thiazolidinylidene]-l,l,l-trifluoro-2-propanone

According to example 1-1 by using of:

150,0 mg (0,92 mMol) of 2-Chloro-5-fluoromethylpyridine,

182,8 mg (0,92 mMol) l,l,l-trifluoro-3-(2-thiazolidinylidene)-propanone (prepared according to DE 3639877 Al 1988)

3,25 ml N,N-dimethylformamide, and

332,4 mg (1,02 mMol) of caesium carbonate.

The residue was purified by silica gel column chromatography (cyclohexane - acetone gradient) and a fraction including the subject material was collected and concentrated under reduced pressure to obtain 196,9 mg (69,3 % yield of theory) of 3-[3-[(6-fluoro-3-pyridinyl)methyl]-2-thiazolidinylidene]-l,l,l-trifluoro-2- propanone.

LogP-Wert (HCOOH) = 2,25 C12H10F4N2OS (306,28 g/mol)

HPLC-MS (ESI Positiv) = 307.0 (M⁺)

Method B

Example 1-3: 3-[l-[(6-Bromo-3-pyridinyl)methyl]-2-imidazolidinylidene]-l,l,l-trifluoro-2- propanone

B

Step 1 Preparation of iV¹-[(6-Bromo-3-pyridinyl)methyl]-l,2-ethanediamine

4,32 g (23,2 mMol) of 6-bromo-3-pyridine-carboxaldehyde in 45 ml methanol was added at 0°C to 5,58 g (92,9 mMol) ethylendiamine in 75 ml methanol and stirred one hour at 0° C. Subsequently, 878,86 g sodium borohydride (NaBtU) was added and the reaction mixture was stirred 2 days at room temperature, Then, the reaction was concentrated under reduced pressure. After addition of aqueous saturated sodium chloride solution it was extracted four times with ethyl acetate. The solution was dried and concentrated under reduced pressure. The residue was purified by MPLC (RP-18; water/acetonitrile neutral gradient) and a fraction including the subject material was collected and concentrated under reduced pressure to obtain 1,82 g (31,8 % yield of theory; 93,6 % purity) of ^¹-[(6-bromo-3-pyridinyl)methyl]-l, 2-ethanediamine . HPLC-MS (ESI Positiv) = 232,0 (M+2) C₈Hi₂BrN₃ (230,11 g/mol)

Step 2

900 mg (3,91 mMol) of jV^(6-bromo-3-pyridinyl)methyl]-l,2-ethanediamine and 829,8 mg (3,91 mMol) 4,4-diethoxy-l,l,l-trifluoro-3-buten-2-one (prepared according to WO 2007/ 067836 A2) were dissolved in 50 ml acetonitrile, and the resulting mixture was stirred at first at room temperature for 18 hours and then further 18 hours under reflux. The reaction mixture was concentrated under reduced pressure and the residue was purified by HPLC (water/acetonitrile, neutral) and a fraction including the subject material was collected and concentrated under reduced pressure to obtain 516,4 mg (37,7 % yield of theory; 100% purity) of 3-[l-[(6-bromo-3-pyridinyl)methyl]-2-imidazolidinylidene]-l,l,l- trifluoro-2-propanone.

HPLC-MS (ESI Positiv) = 352,0 (M+2) CiiHiiBrFsNaO (350,14 g/mol)

Yield Purity

Example - No. Method X n Q

[in mg] [in [ ]

1-4

A Br 0 s 230,0 93,9

1-5

B CI 0 NH 229,4 97,7

1-6

B F 1 NH 438,8 100,0

1-7

B CI 1 NH 368,1 91,1

1-8

B Br 1 NH 428,1 96,3

Biological Examples

The following examples illustrate the effectiveness of the compounds of formula (I). Ctenocevhalides felis - in-vitro contact tests adult cat flea

9 mg compound is solved in 1 ml acetone and diluted with acetone to the desired concentration. 250μ1 of the test solution is filled in 25ml glass test tubes and homogeneously distributed on the inner walls by rotation and tilting on a shaking device (2 h at 30 rpm). With a compound concentration of 900 ppm, an inner surface of 44,7 cm² and a homogeneous distribution, a dose of 5μg/cm² is achieved.

After the solvent has evaporated, each test tube is filled with 5-10 adult cat fleas (Ctenocephalides felis), closed with a perforated lid and incubated in a lying position at room temperature and relative humidity. After 48 hours efficacy is determined. The fleas are patted on the ground of the tubes and are incubated on a heating plate at 45-50°C for at most 5 minutes. Immotile or uncoordinated moving fleas, which are not able to escape the heat by climbing upwards, are marked as dead or moribund.

A compound shows a good efficacy against Ctenocephalides felis, if at a compound concentration of 5 g/cm² an efficacy of at least 80 % is monitored. An efficacy of 100 % means all fleas are dead or mor- ibund; 0 % means no fleas are dead or moribund.

In this test, for example, the following compounds from the preparation examples showed good activity of 100% at an application rate of 5 μg cm² (= 500 g/ha): 1, 2, 3, 4, 5, 6, 7, 8

Lucilia cuprina - test (LUCICU)

Solvent: dimethyl sulfoxide 10 mg active compound are dissolved in 0,5 ml Dimethylsulfoxid. Serial dilutions are made to obtain the desired rates.

Approximately 20 1^st instar larvae of the Australian sheep blowfly (Lucilia cuprina ) are transferred into a test tube containing minced horse meat and compound solution of the desired concentration.

After 2 days mortality in % is determined. 100 % means all the larvae have been killed; 0 % means none of the larvae have been killed.

In this test, for example, the following compounds from the preparation examples showed good activity of 100 % at an application rate of 100 ppm: 1 , 2, 3, 4, 5, 6, 7, 8 Musca domestica - test (MUSCDQ)

Solvent: dimethyl sulfoxide

To produce a suitable preparation of active compound, 10 mg of active compound are dissolved in 0.5 ml solvent, and the concentrate is diluted with water to the desired concentration. 10 adult house flies (Musca domestica) are transferred into a container, containing a sponge soaked with a mixture of sugar solution and compound solution of the desired concentration.

After 2 days mortality in % is determined. 100 % means all the flies have been killed; 0 % means none of the flies have been killed.

In this test, for example, the following compounds from the preparation examples showed good activity of 100 % at an application rate of 20 ppm: 6, 8

In this test, for example, the following compounds from the preparation examples showed good activity of 95 % at an application rate of 20 ppm: 2

In this test, for example, the following compounds from the preparation examples showed good activity of 100 % at an application rate of 4 ppm: 4, 5 In this test, for example, the following compounds from the preparation examples showed good activity of 90 % at an application rate of 4 ppm: 1

In this test, for example, the following compounds from the preparation examples showed good activity of 80 % at an application rate of 4 ppm: 2, 3

Diabrotica balteata - spray test

Solvent: 78.0 parts by weight of acetone

1.5 parts by weight of dimethylformamide

Emulsifier: alkylarylpolyglycol ether

To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amount of solvent, and the concentrate is diluted with water, containing an emulsifier concentration of 1000 ppm, to the desired concentration. Further test concentrations are prepared by dilution with emulsifier containing water.

Soaked wheat seeds (Triticum aestivum) are placed in a multiple well plate filled with agar and some water and are incubated for 1 day to germinate (5 seeds per well). The germinated wheat seeds are sprayed with a test solution containing the desired concentration of the active ingredient. Afterwards each unit is infected with 10-20 larvae of the banded cucumber beetle (Diabrotica balteata).

After 7 days efficacy in % is determined. 100 % means all the seedlings have grown up like in the untreated, uninfected control; 0 % means none of the seedlings have grown. In this test, for example, the following compounds from the preparation examples showed good activity of 100 % at an application rate of 160μg/well: 1, 2, 3, 4, 6, 8

Mvzus persicae - oral test

Solvent: 100 parts by weight acetone

To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amount of solvent, and the concentrate is diluted with water to the desired concentration.

50 μΐ compound solution is filled in microliter plates and 150 μΐ IPL41 insect medium (33% + 15% sugar) is added to obtain a total volume of 200 μ per well. Afterwards the plates are sealed with parafilm through which a mixed population of the green peach aphid (Myzus persicae) can suck on the compound preparation. After 5 days mortality in % is determined. 100 % means all aphids have been killed and 0 % means none of the aphids have been killed.

In this test, for example, the following compounds from the preparation examples showed good activity of 100 % at an application rate of 20 ppm: 2, 8

Mvzus persicae - spray test

Solvent: 78.0 parts by weight acetone

1.5 parts by weight dimethylformamide

Emulsifier: alkylarylpolyglycol ether

To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amount of solvents and is diluted with water, containing an emulsifier concentration of 1000 ppm, to the desired concentration. Further test concentrations are prepared by dilution with emulsifier containing water.

Chinese cabbage (Brassica pekinensis) leaf disks infected with all instars of the green peach aphid (Myzus persicae), are sprayed with a preparation of the active ingredient of the desired concentration. After 6 days mortality in % is determined. 100 % means all aphids have been killed and 0 % means none of the aphids have been killed.

In this test, for example, the following compounds from the preparation examples showed good activity of 100 % at an application rate of 500 g/ha: 2 In this test, for example, the following compounds from the preparation examples showed good activity of 90 % at an application rate of 100 g/ha: 1 , 3, 4, 5, 6, 7, 8

Nezara viridula - spray test

Solvent: 78.0 parts by weight of acetone

1.5 parts by weight of dimefhylformamide Emulsifier: alkylarylpoly glycol ether

To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amount of solvent, and the concentrate is diluted with water, containing an emulsifier concentration of 1000 ppm, to the desired concentration. Further test concentrations are prepared by dilution with emulsifier containing water. Barley plants ( ordeum vulgare) infested with larvae of the southern green stink bug {Nezara viridula) are sprayed with a test solution containing the desired concentration of the active ingredient.

After 4 days mortality in % is determined. 100 % means all the stink bugs have been killed; 0 % means none of the stink bugs have been killed.

In this test, for example, the following compounds from the preparation examples showed good activity of 90 % at an application rate of 500 g/ha: 2, 8

Nilavarvata lusens - spray test

Solvent: 78.0 parts by weight of acetone

1.5 parts by weight of dimethylformamide

Emulsifier: alkylarylpolyglycol ether To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amount of solvents and is diluted with water, containing an emulsifier concentration of 1000 ppm, to the desired concentration. Further test concentrations are prepared by dilution with emulsifier containing water. Rice plants (Oryza sativa) are sprayed with a preparation of the active ingredient of the desired concentration and the plants are infested with the brown planthopper (Nilaparvata lugens).

After 4 days mortality in % is determined. 100 % means all planthoppers have been killed and 0 % means none of the planthoppers have been killed. In this test, for example, the following compounds from the preparation examples showed good activity of 100 % at an application rate of 500 g/ha: 2, 8

Phaedon cochleariae - spray test

Solvent: 78.0 parts by weight of acetone

1.5 parts by weight of dimefhylformamide Emulsifier: alkylarylpolyglycol ether

To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amount of solvents and is diluted with water, containing an emulsifier concentration of 1000 ppm, to the desired concentration. Further test concentrations are prepared by dilution with emulsifier containing water. Chinese cabbage (Brassica pekinensis) leaf disks are sprayed with a preparation of the active ingredient of the desired concentration. Once dry, the leaf disks are infested with mustard beetle larvae {Phaedon cochleariae).

After 7 days mortality in % is determined. 100 % means all beetle larvae have been killed and 0 % means none of the beetle larvae have been killed. In this test, for example, the following compounds from the preparation examples showed good activity of 100 % at an application rate of 20g/ha: 7, 8

Tetranychus urticae - spray test QP-resistant

Solvent: 78.0 parts by weight acetone

1.5 parts by weight dimethylformamide Emulsifier: alkylarylpolyglycol ether

To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amount of solvents and is diluted with water, containing an emulsifier concentration of 1000 ppm, to the desired concentration. Further test concentrations are prepared by dilution with emulsi- fier containing water.

French bean {Phaseolus vulgaris) leaf disks infected with all instars of the two spotted spidermite (Tetranychus urticae), are sprayed with a preparation of the active ingredient of the desired concentration.

After 6 days mortality in % is determined. 100% means all spider mites have been killed and 0% means none of the spider mites have been killed.

In this test, for example, the following compounds from the preparation examples showed good activity of 80 % at an application rate of 500g/ha: 2

Claims

Claims:

1. A composition, comprising (1) a compound of formula (I)

in which

X represents halogen, preferably chlorine, bromine or fluorine, n represents 0 or 1,

Q represents sulphur or NH, and

(2) and at least one pest control agent.

2. The composition according to claim 1, in which

X represents fluorine, bromine or chlorine;

n = 0; and

Q = NH or S.

3. The composition according to claim 1 , in which

X represents chlorine, fluorine or bromine;

n = 0; and

Q = S.

4. The composition according to claim 1 , in which

X represents chlorine or bromine;

n = 0; and

Q = NH, The composition according to claim 1, in which X represents fluorine, chlorine or bromine; n = 1; and

Q = S or NH, preferably NH.

The composition according to claim 1, in which

X represents chlorine, n = 0, 1; Q = NH or n = 0; Q = S

The composition according to claim 1, in which the compound of formula (I) is compound (1-1)

8. The composition according to any of claims 1 to 7, wherein the pest control agent is a fungicide selected from

1) Inhibitors of the ergosterol biosynthesis, for example (1.1) aldimorph, (1.2) azaconazole, (1.3) bitertanol, (1.4) bromuconazole, (1.5) cyproconazole, (1.6) diclobutrazole, (1.7) dife- noconazole, (1.8) diniconazole, (1.9) diniconazole-M, (1.10) dodemorph, (1.11) dodemorph acetate, (1.12) epoxiconazole, (1.13) etaconazole, (1.14) fenarimol, (1.15) fenbuconazole, (1.16) fenhexamid, (1.17) fenpropidin, (1.18) fenpropimorph, (1.19) fluquinconazole, (1.20) flu^rimidol, (1.21) flusilazole, (1.22) flutriafol, (1.23) furconazole, (1.24) furconazole-cis, (1.25) hexaconazole, (1.26) imazalil, (1.27) imazalil sulfate, (1.28) imibenconazole, (1.29) ipconazole, (1.30) metconazole, (1.31) myclobutanil, (1.32) naftifine, (1.33) nuarimol, (1.34) oxpoconazole, (1.35) paclobutrazol, (1.36) pefurazoate, (1.37) penconazole, (1.38) piperalin, (1.39) prochloraz, (1.40) propiconazole, (1.41) prothioconazole, (1.42) pyributi- carb, (1.43) pyrifenox, (1.44) quinconazole, (1.45) simeconazole, (1.46) spiroxamine, (1.47) tebuconazole, (1.48) terbinafine, (1.49) tetraconazole, (1.50) triadimefon, (1.51) triadi- menol, (1.52) tridemorph, (1.53) triflumizole, (1.54) triforine, (1.55) triticonazole, (1.56) uniconazole, (1.57) uniconazole-p, (1.58) viniconazole, (1.59) voriconazole, (1.60) l-(4- chlorophenyl)-2-(lH-l,2,4-triazol-l-yl)cycloheptanol, (1.61) methyl l-(2,2-dimethyl-2,3- dihydro-lH-inden- 1 -yl)-l H-imidazole-5-carboxylate, ( 1.62) N'- { 5-(difluoromethyl)-2- methyl-4-[3-(trimethylsilyl)propoxy]phenyl}-N-ethyl-N-methylimidoformamide, (1.63) N- ethyl-N-methyl-N'-{2-methyl-5-(trifluoromethyl)-4-[3-

(trimethylsilyl)propoxy]phenyl}imidoformamide, (1.64) 0-[l-(4-methoxyphenoxy)-3,3- dimethylbutan-2-yl] lH-imidazole-l-carbothioate, (1.65) Pyrisoxazole.

Inhibitors of the respiratory chain at complex I or II, for example (2.1) bixafen, (2.2) bosca- lid, (2.3) carboxin, (2.4) diflumetorim, (2.5) fenfuram, (2.6) fluopyram, (2.7) flutolanil, (2.8) fluxapyroxad, (2.9) furametpyr, (2.10) furmecyclox, (2.11) isopyrazam (mixture of syn- epimeric racemate 1RS,4SR,9RS and anti-epimeric racemate 1RS,4SR,9SR), (2.12) isopyrazam (anti-epimeric racemate 1RS,4SR,9SR), (2.13) isopyrazam (anti-epimeric enantiomer 1R,4S,9S), (2.14) isopyrazam (anti-epimeric enantiomer 1S,4R,9R), (2.15) isopyrazam (syn epimeric racemate 1RS,4SR,9RS), (2.16) isopyrazam (syn-epimeric enantiomer 1R,4S,9R), (2.17) isopyrazam (syn-epimeric enantiomer 1S,4R,9S), (2.18) mepronil, (2.19) oxycar- boxin, (2.20) penflufen, (2.21) penthiopyrad, (2.22) sedaxane, (2.23) thifluzamide, (2.24) 1- methyl-N- [2-( 1 , 1 ,2,2-tetrafluoroethoxy)phenyl] -3-(trifluoromethyl) - 1 H-pyrazole-4-phthalic acid diamide, (2.25) 3-(difluoromethyl)-l-methyl-N-[2-(l,l,2,2-tetrafluoroethoxy)phenyl]- lH-pyrazole-4-phthalic acid diamide, (2.26) 3-(difluoromethyl)-N-[4-fluoro-2-(l,l,2,3,3,3- hexafluoropropoxy)phenyl]-l -methyl- lH-pyrazole-4-phthalic acid diamide, (2.27) N-[l- (2,4-dichlorophenyl)-l-methoxypropan-2-yl]-3-(difluoromethyl)-l-methyl-lH-pyrazole-4- phthalic acid diamide, (2.28) 5,8-difluoro-N-[2-(2-fluoro-4-{ [4-(trifluoromethyl)pyridin-2- yl]oxy}phenyl)ethyl]quinazolin-4-amine, (2.29) benzovindiflupyr, (2.30) N-[(lS,4R)-9- (dichloromethylene)-l,2,3,4-tetrahydro-l,4-methanonaphthalen-5-yl]-3-(difluoromethyl)-l- methyl-lH-pyrazole-4-phthalic acid diamide, (2.31) N-[(lR,4S)-9-(dichloromethylene)- l,2,3,4-tetrahydro-l,4-methanonaphthalen-5-yl]-3-(difluoromethyl)-l -methyl- lH-pyrazole- 4-phthalic acid diamide, (2.32) 3-(difluoromethyl)-l-methyl-N-(l,l,3-trimethyl-2,3- dihydro-lH-inden-4-yl)-lH-pyrazole-4-phthalic acid diamide, (2.33) 1,3,5-trimethyl-N- (l,l,3-trimethyl-2,3-dihydro-lH-inden-4-yl)-lH-pyrazole-4-phthalic acid diamide, (2.34) 1- methyl-3 -(trifluoromethyl) -N-( 1 , 1 ,3 -trimethyl-2,3 -dihydro- 1 H-inden-4-yl)- 1 H-pyrazole-4- phthalic acid diamide, (2.35) l-methyl-3-(trifluoromethyl)-N-[(3R)-l,l,3-trimethyl-2,3- dihydro-lH-inden-4-yl]-lH-pyrazole-4-phthalic acid diamide, (2.36) l-methyl-3- (trifluoromethyl) -N- [(3S) - 1 , 1 ,3 -trimethyl-2,3-dihydro- 1 H-inden-4-yl] - 1 H-pyrazole-4- phthalic acid diamide, (2.37) 3-(difluoromethyl)-l-methyl-N-[(3S)-l,l,3-trimethyl-2,3- dihydro-lH-inden-4-yl]-lH-pyrazole-4-phthalic acid diamide, (2.38) 3-(difluoromethyl)-l- methyl-N-[(3R)- 1 , 1 ,3-trimethyl-2,3-dihydro- 1 H-inden-4-yl] - lH-pyrazole-4-phthalic acid diamide, (2.39) l,3,5-trimethyl-N-[(3R)-l,l,3-trimethyl-2,3-dihydro-lH-inden-4-yl]-lH- pyrazole-4-phthalic acid diamide, (2.40) l,3,5-trimethyl-N-[(3S)-l,l,3-trimethyl-2,3- dihydro-lH-inden-4-yl]-lH-pyrazole-4-phthalic acid diamide, (2.41) benodanil, (2.42) 2- chloro-N-(lJ -trimethyl-2 -dihydro-lH-inden-4-yl)pyridine-3-phthalic acid diamide, (2.43) N- [ 1 -(4-isopropoxy-2-methylphenyl) -2-methyl- 1 -oxopropan-2-yl] -3 - methylthiophene-2-phthalic acid diamide.

3) Inhibitors of the respiratory chain at complex III, for example (3.1) ametoctradin, (3.2) ami- sulbrom, (3.3) azoxystrobin, (3.4) cyazofamid, (3.5) coumethoxystrobin, (3.6) coumoxys- trobin, (3.7) dimoxystrobin, (3.8) enoxastrobin, (3.9) famoxadone, (3.10) fenamidone,

(3.11) flufenoxystrobin, (3.12) fluoxastrobin, (3.13) kresoxim-methyl, (3.14) metomi- nostrobin, (3.15) orysastrobin, (3.16) picoxystrobin, (3.17) pyraclostrobin, (3.18) pyrame- tostrobin, (3.19) pyraoxystrobin, (3.20) pyribencarb, (3.21) triclopyricarb, (3.22) trifloxys- trobin, (3.23) (2E)-2-(2-{ [6-(3-chloro-2-methylphenoxy)-5-fluoropyrimidin-4- yljoxy }phenyl)-2-(methoxyimino)-N-methylacetamide, (3.24) (2E)-2-(methoxyimino)-N- methyl-2-(2-{ [({(lE)-l-[3-

(trifluoromethyl)phenyl]ethylidene } amino)oxy] methyl } phenyl) acetamide, (3.25) (2E)-2- (methoxyimino)-N-methyl-2-{2-[(E)-({ l-[3-

(trifluoromethyl)phenyl]ethoxy } imino)methyl]phenyl } acetamide, (3.26) (2E)-2- { 2- [({[(lE)-l-(3-{[(E)-l-fluoro-2- phenyl vinyl] oxy }phenyl)ethylidene] amino } oxy)methyl] phenyl } -2-(methoxyimino)-N- methylacetamide, (3.27) Fenaminostrobin, (3.28) 5-methoxy-2-methyl-4-(2-{ [({(lE)-l-[3- (trifluoromethyl)phenyl]ethylidene } amino)oxy] methyl }phenyl)-2,4-dihydro-3H- 1 ,2,4- triazol-3-one, (3.29) methyl (2E)-2-{2-[({cyclopropyl[(4- methoxyphenyl)imino]methyl}sulfanyl)methyl]phenyl}-3-methoxyacrylate, (3.30) N-(3- ethyl-3,5,5-trimemylcyclohexyl)-3-formamido-2-hydroxybenzamide, (3.31) 2-{2-[(2,5- dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamide, (3.32) 2-{2-[(2,5- dimethylphenoxy)methyl]phenyl } -2-methoxy-N-methylacetamide.

4) Inhibitors of the mitosis and cell division, for example (4.1) benomyl, (4.2) carbendazim, (4.3) chlorfenazole, (4.4) diethofencarb, (4.5) ethaboxam, (4.6) fluopicolide, (4.7) fuberida- zole, (4.8) pencycuron, (4.9) thiabendazole, (4.10) thiophanate-methyl, (4.11) thiophanate,

(4.12) zoxamide, (4.13) 5-chloro-7-(4-methylpiperidin-l-yl)-6-(2,4,6- trifluorophenyl)[l,2,4]triazolo[l,5-a]pyrimidine, (4.14) 3-chloro-5-(6-chloropyridin-3-yl)-6- methyl-4-(2,4,6-trifluorophenyl)pyridazine.

5) Compounds capable to have a multisite action, for example (5.1) bordeaux mixture, (5.2) captafol, (5.3) captan, (5.4) chlorothalonil, (5.5) copper hydroxide, (5.6) copper naphthe- nate, (5.7) copper oxide, (5.8) copper oxychloride, (5.9) copper(2+) sulfate, (5.10) dichlo- fluanid, (5.11) dithianon, (5.12) dodine, (5.13) dodine free base, (5.14) ferbam, (5.15) fluo- rofolpet, (5.16) folpet, (5.17) guazatine, (5.18) guazatine acetate, (5.19) iminoctadine, (5.20) iminoctadine albesilate, (5.21) iminoctadine triacetate, (5.22) mancopper, (5.23) mancozeb, (5.24) maneb, (5.25) metiram, (5.26) metiram zinc, (5.27) oxine-copper, (5.28) propamidine, (5.29) propineb, (5.30) sulfur and sulfur preparations including calcium polysulfide, (5.31) thiram, (5.32) tolylfluanid, (5.33) zineb, (5.34) ziram, (5.35) anilazine.

6) Compounds capable to induce a host defence, for example (6.1) acibenzolar-S -methyl, (6.2) isotianil, (6.3) probenazole, (6.4) tiadinil, (6.5) laminarin.

7) Inhibitors of the amino acid and/or protein biosynthesis, for example (7.1) andoprim, (7.2) blasticidin-S, (7.3) cyprodinil, (7.4) kasugamycin, (7.5) kasugamycin hydrochloride hydrate, (7.6) mepanipyrim, (7.7) pyrimethanil, (7.8) 3-(5-fluoro-3,3,4,4-tetramethyl-3,4- dihydroisoquinolin-l-yl)quinoline, (7.9) oxytetracycline, (7.10) streptomycin.

8) Inhibitors of the ATP production, for example (8.1) fentin acetate, (8.2) fentin chloride, (8.3) fentin hydroxide, (8.4) silthiofam.

9) Inhibitors of the cell wall synthesis, for example (9.1) benthiavalicarb, (9.2) dimethomorph, (9.3) flumorph, (9.4) iprovalicarb, (9.5) mandipropamid, (9.6) polyoxins, (9.7) polyoxorim, (9.8) validamycin A, (9.9) valifenalate, (9.10) polyoxin B.

10) Inhibitors of the lipid and membrane synthesis, for example (10.1) biphenyl, (10.2) chlo- roneb, (10.3) dicloran, (10.4) edifenphos, (10.5) etridiazole, (10.6) iodocarb, (10.7) iproben- fos, (10.8) isoprothiolane, (10.9) propamocarb, (10.10) propamocarb hydrochloride, (10.11) prothiocarb, (10.12) pyrazophos, (10.13) quintozene, (10.14) tecnazene, (10.15) tolclofos- methyl.

11) Inhibitors of the melanin biosynthesis, for example (11.1) ca^opamid, (11.2) diclocymet, (11.3) fenoxanil, (11.4) phthalide, (11.5) pyroquilon, (11.6) tricyclazole, (11.7) 2,2,2- trifiuoroethyl { 3-methyl- 1 - [(4-methylbenzoyl)amino]butan-2-yl} carbamate.

12) Inhibitors of the nucleic acid synthesis, for example (12.1) benalaxyl, (12.2) benalaxyl-M (kiralaxyl), (12.3) bupirimate, (12.4) clozylacon, (12.5) dimethirimol, (12.6) ethirimol, (12.7) furalaxyl, (12.8) hymexazol, (12.9) metalaxyl, (12.10) metalaxyl-M (mefenoxam), (12.11) ofurace, (12.12) oxadixyl, (12.13) oxolinic acid, (12.14) octhilinone.

13) Inhibitors of the signal transduction, for example (13.1) chlozolinate, (13.2) fenpiclonil, (13.3) fludioxonil, (13.4) iprodione, (13.5) procymidone, (13.6) quinoxyfen, (13.7) vin- clozolin, (13.8) proquinazid.

14) Compounds capable to act as an uncoupler, for example (14.1) binapacryl, (14.2) dinocap, (14.3) ferimzone, (14.4) fluazinam, (14.5) meptyldinocap. Further compounds, for example (15.1) benthiazole, (15.2) bethoxazin, (15.3) capsimycin, (15.4) carvone, (15.5) chinomethionat, (15.6) pyriofenone (chlazafenone), (15.7) cufraneb, (15.8) cyflufenamid, (15.9) cymoxanil, (15.10) cyprosulfamide, (15.11) dazomet, (15.12) debacarb, (15.13) dichlorophen, (15.14) diclomezine, (15.15) difenzoquat, (15.16) difenzo- quat metilsulfate, (15.17) diphenylamine, (15.18) ecomate, (15.19) fenpyrazamine, (15.20) flumetover, (15.21) fluoroimide, (15.22) flusulfamide, (15.23) flutianil, (15.24) fosetyl- aluminium, (15.25) fosetyl-calcium, (15.26) fosetyl-sodium, (15.27) hexachlorobenzene, (15.28) irumamycin, (15.29) methasulfocarb, (15.30) methyl isothiocyanate, (15.31) metra- fenone, (15.32) mildiomycin, (15.33) natamycin, (15.34) nickel dimethyldithiocarbamate, (15.35) nitrothal-isopropyl, (15.37) oxamocarb, (15.38) oxyfenthiin, (15.39) pentachloro- phenol and salts, (15.40) phenothrin, (15.41) phosphorous acid and its salts, (15.42) pro- pamocarb-fosetylate, (15.43) propanosine-sodium, (15.44) pyrimorph, (15.45) (2E)-3-(4- tert-butylphenyl)-3-(2-chloropyridin-4-yl)-l-(mo holin-4-yl)prop-2-en-l-one, (15.46) (2Z) -3-(4-tert-butylphenyl) -3 -(2-chloropyridin-4-yl) - 1 -(morpholin-4-yl)prop-2-en- 1 -one, (15.47) pyrrolnitrine, (15.48) tebufloquin, (15.49) tecloftalam, (15.50) tolnifanide, (15.51) triazoxide, (15.52) trichlamide, (15.53) zarilamid, (15.54) (3S,6S,7R,8R)-8-benzyl-3-[({3- [(isobutyryloxy)methoxy]-4-methoxypyridin-2-yl}carbonyl)amino]-6-methyl-4,9-dioxo- l,5-dioxonan-7-yl 2-methylpropanoate, (15.55) l-(4-{4-[(5R)-5-(2,6-difluorophenyl)-4,5- dihydro-l,2-oxazol-3-yl]-l,3-thiazol-2-yl}piperidin-l-yl)-2-[5-methyl-3-(trifluoromethyl)- lH-pyrazol-l-yl]ethanone, (15.56) l-(4-{4-[(5S)-5-(2,6-difluorophenyl)-4,5-dihydro-l,2- oxazol-3-yl]-l,3-thiazol-2-yl}piperidin-l-yl)-2-[5-methyl-3-(trifluoromethyl)-lH-pyrazol-l- yljethanone, (15.57) l-(4-{4-[5-(2,6-difluorophenyl)-4,5-dihydro-l,2-oxazol-3-yl]-l,3- thiazol-2-yl } piperidin- 1 -yl)-2- [5 -methyl-3 -(trifluoromethyl)- 1 H-pyrazol- 1 -yl] ethanone,

(15.58) 1 -(4-methoxyphenoxy) -3,3 -dimethylbutan-2-yl 1 H-imidazole- 1 -carboxylate,

(15.59) 2,3,5,6-tetrachloro-4-(methylsulfonyl)pyridine, (15.60) 2,3-dibutyl-6- chlorothieno[2,3-d]pyrimidin-4(3H)-one, (15.61) 2,6-dimethyl-lH,5H-[l ,4]dithiino[2,3- c:5,6-c']dipyrrole-l ,3,5,7(2H,6H)-tetrone, (15.62) 2-[5-methyl-3-(trifluoromethyl)-lH- pyrazol-l-yl]-l-(4-{4-[(5R)-5-phenyl-4,5-dihydro-l,2-oxazol-3-yl]-l,3-thiazol-2- yl}piperidin-l-yl)ethanone, (15.63) 2-[5-methyl-3-(trifluoromethyl)-lH-pyrazol-l-yl]-l-(4- {4-[(5S)-5-phenyl-4,5-dihydro-l,2-oxazol-3-yl]-l,3-thiazol-2-yl}piperidin-l-yl)ethanone, (15.64) 2-[5-methyl-3-(trifluoromethyl)-lH-pyrazol-l-yl]-l-{4-[4-(5-phenyl-4,5-dihydro- l,2-oxazol-3-yl)-l,3-thiazol-2-yl]piperidin-l -yljethanone, (15.65) 2-butoxy-6-iodo-3- propyl-4H-chromen-4-one, (15.66) 2-chloro-5-[2-chloro-l-(2,6-difluoro-4-methoxyphenyl)- 4-methyl-lH-imidazol-5-yl] pyridine, (15.67) 2-phenylphenol and salts, (15.68) 3-(4,4,5- trifluoro-3 ,3-dimethyl-3 ,4-dihydroisoquinolin- 1 -yl)quinoline, ( 15.69) 3,4,5- trichloropyridine-2,6-dicarbonitrile, (15.70) 3-chloro-5-(4-chlorophenyl)-4-(2,6- difluorophenyl)-6-methylpyridazine, (15.71) 4-(4-chlorophenyl)-5-(2,6-difluorophenyl)-3,6- dimethylpyridazine, (15.72) 5-amino-l,3,4-thiadiazole-2-thiol, (15.73) 5-chloro-N' -phenyl- N'-(prop-2-yn- 1 -yl)thiophene-2-sulfonohydrazide, (15.74) 5-fluoro-2-[(4- fluorobenzyl)oxy]pyrimidin-4-amine, (15.75) 5-fluoro-2-[(4-methylbenzyl)oxy]pyrimidin- 4-amine, (15.76) 5-methyl-6-octyl[l,2,4]triazolo[l,5-a]pyrimidin-7-amine, (15.77) ethyl (2Z)-3-amino-2-cyano-3-phenylacrylate, (15.78) N'-(4-{ [3-(4-chlorobenzyl)-l,2,4- thiadiazol-5-yl]oxy}-2,5-dimethylphenyl)-N-ethyl-N-methylimidoformamide, (15.79) N-(4- chlorobenzyl)-3-[3-methoxy-4-(prop-2-yn-l-yloxy)phenyl]propanamide, (15.80) N-[(4- chlorophenyl)(cyano)methyl]-3-[3-methoxy-4-(prop-2-yn-l-yloxy)phenyl]propan amide, (15.81) N-[(5-bromo-3-chloropyridin-2-yl)methyl]-2,4-dichloronicotinamide, (15.82) N-[l- (5-bromo-3-chloropyridin-2-yl)ethyl] -2,4-dichloronicotinamide, (15.83) N- [ 1 -(5-bromo-3- chloropyridin-2-yl)ethyl] -2-fluoro-4-iodonicotinamide, (15.84) N- { (E)-

[(cyclopropylmethoxy)imino][6-(difluoromethoxy)-2,3-difluorophenyl]methyl}-2- phenylacetamide, (15.85) N-{(Z)-[(cyclopropylmethoxy)imino][6-(difluoromethoxy)-2,3- difluorophenyl] methyl } -2-phenylacetamide, (15.86) N'- { 4- [(3-tert-butyl-4-cyano- 1 ,2- thiazol-5 -yl)oxy] -2-chloro-5 -methylphenyl } -N-ethyl-N-methylimidof ormamide, (15.87) N- methyl-2-( 1 - { [5 -methyl-3 -(trifluoromethyl)- 1 H-pyrazol- 1 -yl] acetyl } piperidin-4-yl) -N- (l,2,3,4-tetrahydronaphthalen-l-yl)-l,3-thiazole-4-phthalic acid diamide, (15.88) N-methyl- 2-( 1 - { [5 -methyl-3 -(trifluoromethyl) - 1 H-pyrazol- 1 -yl] acetyl }piperidin-4-yl)-N - [( 1 R)- l,2,3,4-tetrahydronaphthalen-l-yl]-l,3-thiazole-4-phthalic acid diamide, (15.89) N-methyl- 2-( 1 - { [5 -methyl-3 -(trifluoromethyl) - 1 H-pyrazol- 1 -yl] acetyl }piperidin-4-yl)-N - [( 1 S)- l,2,3,4-tetrahydronaphthalen-l-yl]-l,3-thiazole-4-phthalic acid diamide, (15.90) pentyl {6- [( { [( 1 -methyl- 1 H-tetrazol-5 -yl)(phenyl)methylene] amino } oxy)methyl]pyridin-2- yljcarbamate, (15.91) phenazine-l-carboxylic acid, (15.92) quinolin-8-ol, (15.93) quinolin- 8-ol sulfate (2:1), (15.94) tert-butyl {6-[({[(l-methyl-lH-tetrazol-5- yl)(phenyl)methylene] amino }oxy)methyl]pyridin-2-yl Jcarbamate, (15.95) 1 -methyl-3- (trifluoromethyl)-N-[2'-(trifluoromethyl)biphenyl-2-yl]-lH-pyrazole-4-phthalic acid diamide, (15.96) N-(4'-chlorobiphenyl-2-yl)-3-(difluoromethyl)- 1 -methyl- 1 H-pyrazole-4- phthalic acid diamide, (15.97) N-(2',4'-dichlorobiphenyl-2-yl)-3-(difluoromethyl)-l-methyl- lH-pyrazole-4-phthalic acid diamide, (15.98) 3-(difluoromethyl)-l-methyl-N-[4'- (trifluoromethyl)biphenyl-2-yl]-lH-pyrazole-4-phthalic acid diamide, (15.99) N-(2',5'- difluorobiphenyl-2-yl)-l-methyl-3-(trifluoromethyl)-lH-pyrazole-4-phthalic acid diamide, ( 15.100) 3 -(difluoromethyl)- 1 -methyl-N-[4'-(prop- 1 -yn- 1 -yl)biphenyl-2-yl] - 1 H-pyrazole-4- phthalic acid diamide, (15.101) 5-fluoro-l,3-dimethyl-N-[4'-(prop-l-yn-l-yl)biphenyl-2-yl]- lH-pyrazole-4-phthalic acid diamide, (15.102) 2-chloro-N-[4'-(prop-l-yn-l-yl)biphenyl-2- yl] nicotinamide, (15.103) 3-(difluoromethyl)-N- [4'-(3 , 3 -dimethylbut- 1 -yn- 1 -yl)biphenyl-2- yl]-l-methyl-lH-pyrazole-4-phthalic acid diamide, (15.104) N- [4'-(3, 3 -dimethylbut- 1-yn-l - yl)biphenyl-2-yl]-5-fluoro-l,3-dimethyl-lH-pyrazole-4-phthalic acid diamide, (15.105) 3- (difluoromethyl)-N-(4'-ethynylbiphenyl-2-yl)-l-methyl-lH-pyrazole-4-phthalic acid diamide, (15.106) N-(4'-ethynylbiphenyl-2-yl)-5-fluoro-l,3-dimethyl-lH-pyrazole-4-phthalic acid diamide, (15.107) 2-chloro-N-(4'-ethynylbiphenyl-2-yl)nicotinarnide, (15.108) 2- chloro-N-[4'-(3 -dimethylbut-l-yn-l-yl)biphenyl-2-yl]nicotinamide, (15.109) 4- (difluoromethyl)-2-methyl-N-[4'-(trirluoromethyl)biphenyl-2-yl]-l,3-thiazole-5-phthalic acid diamide, (15.110) 5-fluoro-N-[4'-(3-hydroxy-3-methylbut-l-yn-l-yl)biphenyl-2-yl]- l,3-dimethyl-lH-pyrazole-4-phthalic acid diamide, (15.111) 2-chloro-N-[4'-(3-hydroxy-3- methylbut- 1 -yn- 1 -yl)biphenyl-2-yl] nicotinamide, (15.112) 3-(dilluoromethyl)-N- [4'-(3- methoxy-3-methylbut- 1 -yn- 1 -yl)biphenyl-2-yl] - 1 -methyl- 1 H-pyrazole-4-phthalic acid diamide, (15.113) 5-fluoro-N-[4'-(3-methoxy-3-methylbut-l-yn-l-yl)biphenyl-2-yl]-l,3- dimethyl-lH-pyrazole-4-phthalic acid diamide, (15.114) 2-chloro-N-[4'-(3-methoxy-3- methylbut- 1 -yn- 1 -yl)biphenyl-2-yl] nicotinamide, (15.115) (5-bromo-2-methoxy-4- methylpyridin-3-yl)(2,3,4-trimethoxy-6-methylphenyl)methanone, (15.116) N-[2-(4-{[3-(4- chlorophenyl)prop-2-yn- 1 -yl]oxy } -3 -methoxyphenyl)ethyl] -N2-

(methylsulfonyl)valinamide, (15.117) 4-oxo-4-[(2-phenylethyl)amino]butanoic acid, (15.118) but-3-yn-l-yl {6-[({ [(Z)-(l-methyl-lH-tetrazol-5- yl)(phenyl)methylene] amino }oxy)methyl]pyridin-2-yl} carbamate, (15.119) 4-amino-5- fluoropyrimidin-2-ol (mesomeric form: 4-arnino-5-fluoropyrimidin-2(lH)-one), (15.120) propyl 3,4,5-trihydroxybenzoate, (15.121) l,3-dimethyl-N-(l,l,3-trimethyl-2,3-dihydro-lH- inden-4-yl)-lH-pyrazole-4-phthalic acid diamide, (15.122) l,3-dimethyl-N-[(3R)-l,l,3- trimethyl-2,3-dihydro-lH-inden-4-yl]-lH-pyrazole-4-phthalic acid diamide, (15.123) 1,3- dimethyl-N- [(3S)-1,1,3 -trimethyl-2,3 -dihydro- 1 H-inden-4-yl] - 1 H-pyrazole-4-phthalic acid diamide, (15.124) [3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-l,2-oxazol-4- yl] (pyridin-3 -yl)methanol, ( 15.125) (S)- [3 -(4-chloro-2-iluorophenyl) -5 -(2,4- diiluorophenyl)- 1 ,2-oxazol-4-yl] (pyridin-3 -yl)methanol, ( 15.126) (R)- [3 -(4-chloro-2- fluorophenyl)-5-(2,4-difluorophenyl)-l ,2-oxazol-4-yl](pyridin-3-yl)methanol, (15.127) 2- { [3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-2,4-dihydro-3H-l,2,4- triazole-3-thione, (15.128) l-{ [3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2- yl]methyl}-lH-l,2,4-triazol-5-yl thiocyanate, (15.129) 5-(allylsulfanyl)-l-{[3-(2- chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl } - 1 H- 1 ,2,4-triazole, (15.130) 2-[ 1 - (2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-l,2,4-triazole- 3-thione, (15.131) 2-{[rel(2R,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2- yl]methyl}-2,4-dihydro-3H-l,2,4-triazole-3-thione, (15.132) 2-{ [rel(2R,3R)-3-(2- chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-2,4-dihydro-3H-l,2,4-triazole-3- thione, (15.133) l-{ [rel(2R,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2- yl]methyl}-lH-l,2,4-triazol-5-yl thiocyanate, (15.134) l-{ [rel(2R,3R)-3-(2-chlorophenyl)- 2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-lH-l,2,4-triazol-5-yl thiocyanate, (15.135) 5- (allylsulfanyl)-l-{ [rel(2R,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2- yl] methyl } -1 H- 1 ,2,4-triazole, (15.136) 5-(allylsulfanyl)- 1 - { [rel(2R,3R)-3-(2-chlorophenyl)- 2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-lH-l,2,4-triazole, (15.137) 2-[(2S,4S,5S)-l- (2,4-dichlorophenyl)-5-hydroxy-2,6,64ri

3- thione, (15.138) 2-[(2R,4S,5S)-l-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-

4- yl] -2,4-dihydro-3H- 1 ,2,4-triazole-3-thione, (15.139) 2-[(2R,4R,5R)- 1 -(2,4- dichlorophenyl)-5-hydroxy-2,6,6-trimemylheptan-4-yl]-2,4-dmydro-3H-l ,2,4-triazole-3- thione, (15.140) 2-[(2S,4R,5R)-l-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4- yl]-2,4-dihydro-3H-l ,2,4-triazole-3-thione, (15.141) 2-[(2S,4S,5R)-l-(2,4-dichlorophenyl)-

5- hydroxy-2,6,6-trimethymeptan-4-yl]-2,4-dihydro-3H-l,2,4-triazole-3-thione, (15.142) 2- [(2R,4S,5R)-l-(2,4-dicUorophenyl)-5-hydroxy-2,6,6-trimethymeptan-4-yl]-2,4-dihydro- 3H-l,2,4-triazole-3-thione, (15.143) 2-[(2R,4R,5S)-l-(2,4-dichlorophenyl)-5-hydroxy- 2,6,6 rimethymeptan-4-yl]-2,4-dihydro-3H-l,2,4-triazole-3-thione, (15.144) 2-[(2S,4R,5S)- l-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-l ,2,4- triazole-3-thione, (15.145) 2-fluoro-6-(trifluoromethyl)-N-(l ,l,3-trimethyl-2,3-dihydro-lH- inden-4-yl)benzamide, (15.146) 2-(6-benzylpyridin-2-yl)quinazoline, (15.147) 2-[6-(3- fluoro-4-methoxyphenyl)-5-methylpyridin-2-yl]quinazoline, (15.148) 3-(4,4-difluoro-3,3- dimethyl-3,4-dihydroisoquinolin-l-yl)quinoline, (15.149) Abscisic acid.

9. The composition according to any of claims 1 to 8, wherein the pest control agent is an insecticide selected from

1) Acetylcholinesterase (AChE) inhibitors, for example carbamates, e.g. Alanycarb (II-l-l), Aldicarb (II-1-2), Bendiocarb (II-1-3), Benfuracarb (II-1-4), Butocarboxim (II-1-5), Butoxycarboxim (II-1-6), Carbaryl (II-1-7), Carbofuran (II-1-8), Carbosulfan (II-1-9), Ethi- ofencarb (II- 1-10), Fenobucarb (II-l-l 1), Formetanate (II- 1-12), Furathiocarb (II-1-13), Iso- procarb (II-1-14), Methiocarb (II-1-15), Methomyl (II-1-16), Metolcarb (II-1-17), Oxamyl (II-1-18), Pirimicarb (II-1-19), Propoxur (II-1-20), Thiodicarb (II-1-21), Thiofanox (II I- 22), Triazamate (II-1-23), Trimefhacarb (II-1-24), XMC (II-1-25), and Xylylcarb (II-1-26); or organophosphates, e.g. Acephate (II-1-27), Azamethiphos (II-1-28), Azinphos-efhyl (II- 1-29), Azinphos-methyl (II-1-30), Cadusafos (II-1-31), Chlorethoxyfos (Π-1-32), Chlorfen- vinphos (II-1-33), Chlormephos (II-1-34), Chlorpyrifos (II-1-35), Chlorpyrifos-methyl (II- 1-36), Coumaphos (II-1-37), Cyanophos (II-1-38), Demeton-S-methyl (II-1-39), Diazinon (II-1-40), Dichlorvos/DDVP (II-1-41), Dicrotophos (II-1-42), Dimethoate (II-1-43), Dime- thylvinphos (II-1-44), Disulfoton (II-1-45), EPN (II-1-46), Ethion (Π-1-47), Ethoprophos (II-1-48), Famphur (II-1-49), Fenamiphos (II-1-50), Fenitrothion (II-1-51), Fenthion (Π-1- 52), Fosthiazate (II-1-53), Heptenophos (II-1-54), Imicyafos (II- 1-55), Isofenphos (II-1-56), Isopropyl O-(methoxyaminothio-phosphoryl) salicylate (II-1-57), Isoxathion (II-1-58), Mal- athion (II-1-59), Mecarbam (II-1-60), Methamidophos (II-1-61), Methidathion (II-1-62), Mevinphos (II-1-63), Monocrotophos (II-1-64), Naled (II-1-65), Omethoate (II-1-66), Ox- ydemeton-methyl (II-1-67), Parathion (II-1-68), Parathion-methyl (II-1-69), Phenthoate (II- 1-70), Phorate (II-1-71), Phosalone (II-1-72), Phosmet (II-1-73), Phosphamidon (II-1-74), Phoxim (II-1-75), Pirimiphos-methyl (II-1-76), Profenofos (II-1-77), Propetamphos (II- 1 - 78), Prothiofos (II-1-79), Pyraclofos (II-1-80), Pyridaphenthion (II-1-81), Quinalphos (Π-1- 82), Sulfotep (II-1-83), Tebupirimfos (II-1-84), Temephos (II-1-85), Terbufos (II-1-86), Tetrachlorvinphos (II-1-87), Thiometon (II-1-88), Triazophos (II-1-89), Trichlorfon (Π-1- 90), and Vamidothion (II-1-91).

GABA-gated chloride channel antagonists, for example cyclodiene organochlorines, e.g. Chlordane (II-2-1) and Endosulfan (II-2-2); or phenylpyrazoles (fiproles), e.g. Ethiprole (II- 2-3) and Fipronil (II-2-4).

Sodium channel modulators / voltage -dependent sodium channel blockers, for example py- rethroids, e.g. Acrinathrin (II-3-1), Allethrin (II-3-2), d-cis-trans Allethrin (II-3-3), d-trans Allethrin (II-3-4), Bifenthrin (II-3-5), Bioallethrin (II-3-6), Bioallethrin S-cyclopentenyl isomer (II-3-7), Bioresmethrin (II-3-8), Cycloprothrin (II-3-9), Cyfluthrin (Π-3-10), beta- Cyfluthrin (II-3-11), Cyhalothrin (II-3-12), lambda-Cyhalothrin (II-3-13), gamma- Cyhalothrin (II-3-14), Cypermethrin (II-3-15), alpha-Cypermethrin (II-3-16), beta- Cypermethrin (II-3-17), theta-Cypermethrin (II-3-18), zeta-Cypermethrin (II-3-19), Cyphe- nothrin [(lR)-trans isomers] (II-3-20), Deltamethrin (II-3-21), Empenthrin [(EZ)-(IR) isomers) (II-3-22), Esfenvalerate (II-3-23), Etofenprox (II-3-24), Fenpropathrin (II-3-25), Fen- valerate (II-3-26), Flucythrinate (II-3-27), Flumethrin (II-3-28), tau-Fluvalinate (II-3-29), Halfenprox (II-3-30), Imiprothrin (II-3-31), Kadethrin (II-3-32), Permethrin (II-3-33), Phe- nothrin [(lR)-trans isomer) (II-3-34), Prallethrin (II-3-35), Pyrethrine (pyrethrum) (II-3-36), Resmethrin (II-3-37), Silafluofen (II-3-38), Tefluthrin (II-3-39), Tetramethrin (II-3-40), Tet- ramethrin [(1R) isomers)] (II-3-41), Tralomethrin (II-3-42), and Transfluthrin (II-3-43); or DDT (II-3-44); or Methoxychlor (II-3-45).

Nicotinic acetylcholine receptor (nAChR) agonists, for example neonicotinoids, e.g. Acet- amiprid (II-4-1), Clothianidin (II-4-2), Dinotefuran (II-4-3), Imidacloprid (II-4-4), Niten- pyram (II-4-5), Thiacloprid (II-4-6), and Thiamethoxam (II-4-7); or Nicotine (II-4-8); or Sulfoxafior (II-4-9).

Nicotinic acetylcholine receptor (nAChR) allosteric activators, for example spinosyns, e.g. Spinetoram (II-5-1) and Spinosad (II-5-2).

Chloride channel activators, for example avermectins/milbemycins, e.g. Abamectin (II-6-1), Emamectin benzoate (II-6-2), Lepimectin (II-6-3), and Milbemectin (II-6-4).

Juvenile hormone mimics, for example juvenile hormon analogues, e.g. Hydroprene (II-7- 1), Kinoprene (II-7-2), and Methoprene (II-7-3); or Fenoxycarb (II-7-4); or Pyriproxyfen (II-7-5). 8) Miscellaneous non-specific (multi-site) inhibitors, for example alkyl halides, e.g. Methyl bromide (II-8-1) and other alkyl halides; or Chloropicrin (II-8-2); or Sulfuryl fluoride (II-8- 3); or Borax (II-8-4); or Tartar emetic (II-8-5).

9) Selective homopteran feeding blockers, e.g. Pymetrozine (II-9-1); or Flonicamid (II-9-2).

10) Mite growth inhibitors, e.g. Clofentezine (II-10-1), Hexythiazox (II-10-2), and Diflovidazin (II-10-3); or Etoxazole (II-10-4).

12) Inhibitors of mitochondrial ATP synthase, for example Diafenthiuron (II- 12-1); or organotin miticides, e.g. Azocyclotin (II-12-2), Cyhexatin (II-12-3), and Fenbutatin oxide (II-12-4); or Propargite (II-12-5); or Tetradifon (II-12-6).

13) Uncouplers of oxidative phoshorylation via disruption of the proton gradient, for example Chlorfenapyr (II-13-1), DNOC (II-13-2), and Sulfluramid (II-13-3).

14) Nicotinic acetylcholine receptor (nAChR) channel blockers, for example Bensultap (11-14- 1), Cartap hydrochloride (II-14-2), Thiocyclam (II-14-3), and Thiosultap-sodium (II-14-4).

15) Inhibitors of chitin biosynthesis, type 0, for example Bistrifluron (II-15-1), Chlorfluazuron (II-15-2), Diflubenzuron (II-15-3), Flucycloxuron (II-15-4), Flufenoxuron (II-15-5), Hex- afiumuron (II-15-6), Lufenuron (II-15-7), Novaluron (II-15-8), Novifiumuron (II-15-9), Teflubenzuron (11-15-10), and Triflumuron (II-15-11).

16) Inhibitors of chitin biosynthesis, type 1 , for example Buprofezin (II-16-1).

17) Moulting disruptors, for example Cyromazine (II-17-1).

18) Ecdysone receptor agonists, for example Chromafenozide (II-18-1), Halofenozide (II-18-2), Methoxyfenozide (II- 18-3), and Tebufenozide (II- 18-4).

19) Octopamine receptor agonists, for example Amitraz (II-19-1).

20) Mitochondrial complex III electron transport inhibitors, for example Hydramethylnon (II- 20-1); or Acequinocyl (II-20-2); or Fluacrypyrim (II-20-3).

21) Mitochondrial complex I electron transport inhibitors, for example METI acaricides, e.g.

Fenazaquin (II-21-1), Fenpyroximate (II-21-2), Pyrimidifen (II-21-3), Pyridaben (II-21-4), Tebufenpyrad (II-21-5), and Tolfenpyrad (II-21-6); or Rotenone (Derris) (II-21-7).

22) Voltage-dependent sodium channel blockers, e.g. Indoxacarb (II-22-1); or Metaflumizone (11-22-2). 23) Inhibitors of acetyl CoA carboxylase, for example tetronic and tetramic acid derivatives, e.g. Spirodiclofen (II-23-1), Spiromesifen (II-23-2), and Spirotetramat (II-23-3).

24) Mitochondrial complex IV electron transport inhibitors, for example phosphines, e.g. Aluminium phosphide (II-24-1), Calcium phosphide (II-24-2), Phosphine (II-24-3), and Zinc phosphide (II-24-4); or Cyanide (II-24-5).

25) Mitochondrial complex II electron transport inhibitors, for example beta-ketonitrile derivatives, e.g. Cyenopyrafen (II-25-1) and Cyflumetofen (II-25-2).

28) Ryanodine receptor modulators, for example diamides, e.g. Chlorantraniliprole (II-28-1), Cyantraniliprole (Π-28-2), and Flubendiamide (II-28-3).

29) Further active ingredients with unknown or uncertain mode of action, for example Ami- doflumet (II-29-1), Azadirachtin (II-29-2), Benclothiaz (II-29-3), Benzoximate (II-29-4), Bifenazate (II-29-5), Bromopropylate (II-29-6), Chinomethionat (II-29-7), Cryolite (11-29- 8), Dicofol (II-29-9), Diflovidazin (11-29-10), Fluensulfone (11-29-11), Flufenerim (11-29- 12), Flufiprole (11-29-13), Fluopyram (11-29-14), Fufenozide (11-29-15), Imidaclothiz (11-29- 16), Iprodione (Π-29-17), Meperfiuthrin (11-29-18), Pyridalyl (11-29-19), Pyrifluqurnazon (11-29-20), Tetramethylfluthrin (11-29-21), and iodomethane (11-29-22); furthermore one of the following known active compounds: 3-bromo-N-{2-bromo-4-chloro-6-[(l- cyclopropylethyl)carbamoyl]phenyl}-l-(3-chloropyridin-2-yl)-lH-pyrazole-5-phthalic acid diamide (11-29-24) (known from WO2005/077934), 4-{ [(6-bromopyridin-3-yl)methyl](2- fiuoroethyl)amino}furan-2(5H)-one (11-29-25) (known from WO2007/115644), 4-{ [(6- fluoropyridin-3-yl)methyl] (2,2-difluoroethyl)amino } furan-2(5H)-one (11-29-26) (known from WO2007/115644), 4-{ [(2-chloro-l,3-thiazol-5-yl)methyl](2-fiuoroethyl)amino}furan- 2(5H)-one (Π-27-29) (known from WO2007/115644), 4-{ [(6-chloroyridin-3-yl)methyl](2- fiuoroethyl)amino}furan-2(5H)-one (11-29-28) (known from WO2007/115644), Flupyradi- furone (11-29-29), 4-{ [(6-chlor-5-fluoropyridin-3-yl)mefhyl](methyl)amino}furan-2(5H)- one (11-29-30) (known from WO2007/115643), 4-{ [(5,6-dichloropyridin-3-yl)methyl](2- fluoroethyl)amino}furan-2(5H)-one (11-29-31) (known from WO2007/115646), 4-{ [(6- chloro-5-iluoropyridin-3-yl)memyl](cyclopropyl)amino}furan-2(5H)-one (11-29-32) (known from WO2007/115643), 4-{ [(6-chloropyridin-3- yl)methyl](cyclopropyl)amino}furan-2(5H)-one (11-29-33) (known from EP-A-0 539 588), 4-{ [(6-chloφyridin-3-yl)methyl](methyl)amino}furan-2(5H)-one (11-29-34) (known from EP-A-0 539 588), { [l-(6-chloropyridin-3-yl)ethyl](methyl)oxido-λ⁴- sulfanylidenejcyanamide (11-29-35) (known from WO2007/149134) and its diastereomers { [(lR)-l-(6-chloropyridin-3-yl)ethyl](methyl)oxido-λ⁴-sulfanylidene}cyanamide (A) (11-29- 36) , and { [(1S)-1 -(6-chloropyridin-3 -yl)ethyl] (methyl)oxido ⁴-sulf anylidene } cy anamide (B) (11-29-37) (also known from WO2007/149134) as well as diastereomers [(R)- methyl(oxido){(lR)-l-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-λ⁴-sulfanylidene]cyan amide (Al) (11-29-38), and [(S)-methyl(o ido){(lS)-l-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-λ⁴- sulfanylidenejcyanamide (A2) (11-29-39), referred to as group of diastereomers A (known from WO2010/074747, WO2010/074751), [(R)-methyl(oxido){(lS)-l-[6- (trifluoromethyl)pyridin-3-yl]ethyl}- ⁴-sulfanylidene]cyanamide (Bl) (11-29-40), and [(S)- methyl(oxido){(lR)-l-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-λ⁴-sulfanylidene]cyan amide (B2) (11-29-41), referred to as group of diastereomers B (also known from WO2010/074747, WO2010/074751), and l l-(4-chloro-2,6-dimethylphenyl)-12-hydroxy-

1.4- dioxa-9-azadispiro[4.2.4.2]tetradec-l l-en-10-one (11-29-42) (known from WO2006/089633), 3-(4'-fluoro-2,4-dimethylbiphenyl-3-yl)-4-hydroxy-8-oxa- 1 - azaspiro[4.5]dec-3-en-2-one (11-29-43) (known from WO2008/067911), l-{2-fiuoro-4- methyl-5-[(2,2,2-trifluorethyl)sulfmyl]ph^

(11-29-44) (known from WO2006/043635), Afidopyropen (11-29-45) (known from WO2008/066153), 2-cyano-3-(difiuoromethoxy)-N,N-dimethylbenzenesulfonamide (11-29- 46) (known from WO2006/056433), 2-cyano-3-(difluoromethoxy)-N- methylbenzenesulfonamide (11-29-47) (known from WO2006/100288), 2-cyano-3- (difluoromethoxy)-N-ethylbenzenesulfonamide (11-29-48) (known from WO2005/035486), 4-(difluoromethoxy) -N-ethyl-N-methyl- 1 ,2-benzothiazol-3 -amine 1 , 1 -dioxide (11-29-49) (known from WO2007/057407), N-[l-(2,3-dimethylphenyl)-2-(3,5-dimethylphenyl)ethyl]-

4.5- dihydro-l,3-thiazol-2-amine (11-29-50) (known from WO2008/104503), { l'-[(2E)-3-(4- chlorophenyl)prop-2-en- 1 -yl] -5 -fiuorospiro [indole-3 ,4'-piperidin] - 1 (2H)-yl } (2- chloropyridin-4-yl)methanone (11-29-51) (known from WO2003/ 106457), 3 -(2,5- dimethylphenyl)-4-hydroxy-8-methoxy- 1 ,8-diazaspiro[4.5]dec-3-en-2-one (11-29-52) (known from WO2009/049851), 3-(2,5-dimethylphenyl)-8-methoxy-2-oxo-l,8- diazaspiro[4.5]dec-3-en-4-yl ethyl carbonate (11-29-53) (known from WO2009/049851), 4- (l3ut-2-yn-l-yloxy)-6-(3,5-dimethylpiperidin-l-yl)-5-fluoropyrirnidine (11-29-54) (known from WO2004/099160), (2,2,3,3,4,4,5,5-octafluoropentyl)(3,3,3- trifluoropropyl)malononitrile (Π-29-55) (known from WO2005/063094), (2,2,3,3,4,4,5,5- octafluoropentyl)(3,3,4,4,4-pentafluorobutyl)malononitrile (11-29-56) (known from WO2005/063094), 8-[2-(cyclopropylmethoxy)-4-(trifluoromethyl)phenoxy]-3-[6- (trifluoromethyl)pyridazin-3-yl]-3-azabicyclo[3.2.1]octane (11-29-57) (known from WO2007/040280), Flometoquin (11-29-58), PF1364 (CAS-Reg.No. 1204776-60-2) (11-29- 59) (known from JP2010/018586), 5-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5- dihydro-l,2-oxazol-3-yl]-2-(lH-l,2,4-triazol-l-yl)benzonitrile (Π-29-60) (known from WO2007/075459), 5-[5-(2-chloropyridin-4-yl)-5-(trifluoromethyl)-4,5-dihydro-l,2-oxazol- 3-yl]-2-(lH-l,2,4-triazol-l-yl)benzonitrile (11-29-61) (known from WO2007/075459), 4-[5- (3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydro-l ,2-oxazol-3-yl] -2-methyl-N- { 2-oxo- 2-[(2,2,2-trifluoroethyl)amino]ethyl}benzamide (11-29-62) (known from WO2005/085216), 4-{[(6-chloropyridin-3-yl)methyl](cyclopropyl)amino}-l,3-oxazol-2(5H)-one (11-29-63), 4- { [(6-chloropyridin-3-yl)methyl](2,2-difluoroethyl)amino}-l,3-oxazol-2(5H)-one (11-29-64),

4- {[(6-chloropyridin-3-yl)methyl](ethyl)amino}-l,3-oxazol-2(5H)-one (11-29-65), 4-{ [(6- chloropyridin-3-yl)methyl](methyl)amino}-l,3-oxazol-2(5H)-one (11-29-66) (all known from WO2010/005692), Pyflubumide (11-29-67) (known from WO2002/096882), methyl 2- [2-( { [3 -bromo- 1 -(3 -chloropyridin-2-yl) - 1 H-pyrazol-5 -yl]carbonyl } amino)-5-chloro-3 - methylbenzoyl]-2-methylhydrazinecarboxylate (11-29-68) (known from WO2005/085216), methyl 2-[2-({[3-bromo-l-(3-chloropyridin-2-yl)-lH-pyrazol-5-yl]carbonyl}amino)-5- cyano-3-methylbenzoyl]-2-ethylhydrazinecarboxylate (11-29-69) (known from WO2005/085216), methyl 2-[2-({ [3 -bromo- 1 -(3 -chloropyridin-2-yl)-l H-pyrazol-5 - yl]carbonyl}amino)-5-cyano-3-methylbenzoyl]-2-methylhydrazinecarboxylate (11-29-70) (known from WO2005/085216), methyl 2-[3,5-dibromo-2-({ [3-bromo-l-(3-chloropyridin- 2-yl)- 1 H-pyrazol-5-yl]carbonyl } amino)benzoyl] - 1 ,2-diethylhydrazinecarboxylate (II-29-71 ) (known from WO2005/085216), methyl 2-[3,5-dibromo-2-({ [3-bromo-l-(3-chloropyridin-

2- yl)-lH-pyrazol-5-yl]carbonyl}amino)benzoyl]-2-ethylhydrazinecarboxylate (11-29-72) (known from WO2005/085216), (5RS,7RS;5RS,7SR)-l-(6-chloro-3-pyridylmethyl)- l,2,3,5,6,7-hexahydro-7-methyl-8-nitro-5-propoxyimidazo[l,2-a]pyridine (11-29-73) (known from WO2007/101369), 2-{6-[2-(5-fluoropyridin-3-yl)-l,3-thiazol-5-yl]pyridin-2- yljpyrimidine (11-29-74) (known from WO2010/006713), 2-{6-[2-(pyridin-3-yl)-l,3- thiazol-5-yl]pyridin-2-yl}pyrimidine (11-29-75) (known from WO2010/006713), l-(3- chloropyridin-2-yl) -N- [4-cy ano-2-methyl-6-(methylcarbamoyl)phenyl] -3- { [5 - (trifluoromethyl)-lH-tetrazol-l-yl]methyl}-lH-pyrazole-5-phthalic acid diamide (11-29-76) (known from WO2010/069502), l-(3-chloropyridin-2-yl)-N-[4-cyano-2-mefhyl-6- (methylcarbamoyl)phenyl]-3-{[5-(trifluoromethyl)-2H-tetrazol-2-yl]methyl}-lH-pyrazole-

5- phthalic acid diamide (11-29-77) (known from WO2010/069502), N-[2-(tert- butylcarbamoyl)-4-cyano-6-methylphenyl]-l-(3-chloropyridin-2-yl)-3-{ [5- (trifluoromethyl)-lH-tetrazol-l-yl]methyl}-lH-pyrazole-5-phthalic acid diamide (11-29-78) (known from WO2010/069502), N-[2-(tert-butylcarbamoyl)-4-cyano-6-methylphenyl]-l- (3 -chloropyridin-2-yl)-3- { [5 -(trifluoromethyl) -2H-tetrazol-2-yl] methyl } - 1 H-pyrazole-5- phthalic acid diamide (11-29-79) (known from WO2010/069502), (lE)-N-[(6-chloropyridin-

3- yl)methyl]-N'-cyano-N-(2,2-difluoroethyl)ethanimidamide (11-29-80) (known from WO2008/009360), N-[2-(5-amino-l,3,4-thiadiazol-2-yl)-4-chloro-6-methylphenyl]-3- bromo-l-(3-chloropyridin-2-yl)-lH-pyrazole-5-phthalic acid diamide (11-29-81) (known from CN102057925), methyl 2-[3,5-dibromo-2-({ [3-bromo-l-(3-chloropyridin-2-yl)-lH- pyrazol-5-yl]carbonyl}amino)benzoyl]-2-ethyl-l-methylhydrazinecarboxylate (11-29-82) (known from WO2011/049233), Heptafluthrin (11-29-83), Pyriminostrobin (11-29-84), Flufenoxystrobin (11-29-85), and 3-chloro-N²-(2-cyanopropan-2-yl)-N¹-[4-(l, 1,1,2,3,3,3- heptafluoropropan-2-yl)-2-methylphenyl]phthalarnide (11-29-86) (known from WO2012/034472.

10. A method for controlling harmful microorganisms or pests, comprising contacting said microorganisms or pests or their habitat with a composition according to any of claims 1 to 9. 11. A method for treating seeds, comprising contacting said seeds with a composition according any of claims 1 to 9.

12. A process for preparing a composition, comprising mixing a synergistically effective mixture according to any of claims 1 to 9 with an extender, a surfactant or a combination thereof.

13. A seed with an effective amount of any of the combinations of claims 1 to 9. 14. Use of any of the combinations according to any of the claims 1 to 9 for the protection of the propagation material of a plant and the plant grown from such propagation material against harmful microorganisms or animal pests.